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Carbon

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A covalent bond is a chemical bond that involves the sharing of electrons to form electron pairs between atoms . These electron pairs are known as shared pairs or bonding pairs . The stable balance of attractive and repulsive forces between atoms, when they share electrons , is known as covalent bonding. For many molecules , the sharing of electrons allows each atom to attain the equivalent of a full valence shell, corresponding to a stable electronic configuration. In organic chemistry, covalent bonding is much more common than ionic bonding .

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143-456: Carbon (from Latin carbo  'coal') is a chemical element ; it has symbol C and atomic number 6. It is nonmetallic and tetravalent —meaning that its atoms are able to form up to four covalent bonds due to its valence shell exhibiting 4 electrons. It belongs to group 14 of the periodic table . Carbon makes up about 0.025 percent of Earth's crust. Three isotopes occur naturally, C and C being stable, while C

286-729: A hexagonal crystal lattice with all atoms covalently bonded and properties similar to those of diamond. Fullerenes are a synthetic crystalline formation with a graphite-like structure, but in place of flat hexagonal cells only, some of the cells of which fullerenes are formed may be pentagons, nonplanar hexagons, or even heptagons of carbon atoms. The sheets are thus warped into spheres, ellipses, or cylinders. The properties of fullerenes (split into buckyballs, buckytubes, and nanobuds) have not yet been fully analyzed and represent an intense area of research in nanomaterials . The names fullerene and buckyball are given after Richard Buckminster Fuller , popularizer of geodesic domes , which resemble

429-403: A linear combination of atomic orbitals is performed first, followed by filling of the resulting molecular orbitals with electrons. The two approaches are regarded as complementary, and each provides its own insights into the problem of chemical bonding. As valence bond theory builds the molecular wavefunction out of localized bonds, it is more suited for the calculation of bond energies and

572-704: A nuclear halo , which means its radius is appreciably larger than would be expected if the nucleus were a sphere of constant density. Formation of the carbon atomic nucleus occurs within a giant or supergiant star through the triple-alpha process . This requires a nearly simultaneous collision of three alpha particles (helium nuclei), as the products of further nuclear fusion reactions of helium with hydrogen or another helium nucleus produce lithium-5 and beryllium-8 respectively, both of which are highly unstable and decay almost instantly back into smaller nuclei. The triple-alpha process happens in conditions of temperatures over 100 megakelvins and helium concentration that

715-434: A π-cloud , graphite conducts electricity , but only in the plane of each covalently bonded sheet. This results in a lower bulk electrical conductivity for carbon than for most metals. The delocalization also accounts for the energetic stability of graphite over diamond at room temperature. At very high pressures, carbon forms the more compact allotrope, diamond, having nearly twice the density of graphite. Here, each atom

858-412: A carbon atom with six bonds. More specifically, the dication could be described structurally by the formulation [MeC(η-C 5 Me 5 )], making it an "organic metallocene " in which a MeC fragment is bonded to a η-C 5 Me 5 fragment through all five of the carbons of the ring. It is important to note that in the cases above, each of the bonds to carbon contain less than two formal electron pairs. Thus,

1001-547: A carbon-metal covalent bond (e.g., metal carboxylates) are termed metalorganic compounds. While carbon is understood to strongly prefer formation of four covalent bonds, other exotic bonding schemes are also known. Carboranes are highly stable dodecahedral derivatives of the [B 12 H 12 ] unit, with one BH replaced with a CH. Thus, the carbon is bonded to five boron atoms and one hydrogen atom. The cation [(Ph 3 PAu) 6 C] contains an octahedral carbon bound to six phosphine-gold fragments. This phenomenon has been attributed to

1144-457: A density of about 2 kg/m. Similarly, glassy carbon contains a high proportion of closed porosity , but contrary to normal graphite, the graphitic layers are not stacked like pages in a book, but have a more random arrangement. Linear acetylenic carbon has the chemical structure −(C≡C) n − . Carbon in this modification is linear with sp orbital hybridization , and is a polymer with alternating single and triple bonds. This carbyne

1287-526: A faster pace. It is characterised by greater use of prepositions, and word order that is closer to modern Romance languages, for example, while grammatically retaining more or less the same formal rules as Classical Latin. Ultimately, Latin diverged into a distinct written form, where the commonly spoken form was perceived as a separate language, for instance early French or Italian dialects, that could be transcribed differently. It took some time for these to be viewed as wholly different from Latin however. After

1430-743: A few in German , Dutch , Norwegian , Danish and Swedish . Latin is still spoken in Vatican City, a city-state situated in Rome that is the seat of the Catholic Church . The works of several hundred ancient authors who wrote in Latin have survived in whole or in part, in substantial works or in fragments to be analyzed in philology . They are in part the subject matter of the field of classics . Their works were published in manuscript form before

1573-404: A few. Famous and well regarded writers included Petrarch, Erasmus, Salutati , Celtis , George Buchanan and Thomas More . Non fiction works were long produced in many subjects, including the sciences, law, philosophy, historiography and theology. Famous examples include Isaac Newton 's Principia . Latin was also used as a convenient medium for translations of important works first written in

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1716-442: A full (or closed) outer electron shell. In the diagram of methane shown here, the carbon atom has a valence of four and is, therefore, surrounded by eight electrons (the octet rule ), four from the carbon itself and four from the hydrogens bonded to it. Each hydrogen has a valence of one and is surrounded by two electrons (a duet rule) – its own one electron plus one from the carbon. The numbers of electrons correspond to full shells in

1859-516: A hardness superior to diamonds. In the vapor phase, some of the carbon is in the form of highly reactive diatomic carbon dicarbon ( C 2 ). When excited, this gas glows green. Carbon is the fourth most abundant chemical element in the observable universe by mass after hydrogen, helium, and oxygen. Carbon is abundant in the Sun, stars, comets, and in the atmospheres of most planets. Some meteorites contain microscopic diamonds that were formed when

2002-413: A high activation energy barrier, the transition into graphite is so slow at normal temperature that it is unnoticeable. However, at very high temperatures diamond will turn into graphite, and diamonds can burn up in a house fire. The bottom left corner of the phase diagram for carbon has not been scrutinized experimentally. Although a computational study employing density functional theory methods reached

2145-424: A hydrogen based engine in cars. The amorphous form is an assortment of carbon atoms in a non-crystalline, irregular, glassy state, not held in a crystalline macrostructure. It is present as a powder, and is the main constituent of substances such as charcoal, lampblack (soot), and activated carbon . At normal pressures, carbon takes the form of graphite, in which each atom is bonded trigonally to three others in

2288-495: A lesser degree, etc.; thus a "co-valent bond", in essence, means that the atoms share " valence ", such as is discussed in valence bond theory . In the molecule H 2 , the hydrogen atoms share the two electrons via covalent bonding. Covalency is greatest between atoms of similar electronegativities . Thus, covalent bonding does not necessarily require that the two atoms be of the same elements, only that they be of comparable electronegativity. Covalent bonding that entails

2431-431: A lower binding affinity. Cyanide (CN), has a similar structure, but behaves much like a halide ion ( pseudohalogen ). For example, it can form the nitride cyanogen molecule ((CN) 2 ), similar to diatomic halides. Likewise, the heavier analog of cyanide, cyaphide (CP), is also considered inorganic, though most simple derivatives are highly unstable. Other uncommon oxides are carbon suboxide ( C 3 O 2 ),

2574-458: A mixture of atoms and ions. On the other hand, simple molecular orbital theory correctly predicts Hückel's rule of aromaticity, while simple valence bond theory incorrectly predicts that cyclobutadiene has larger resonance energy than benzene. Although the wavefunctions generated by both theories at the qualitative level do not agree and do not match the stabilization energy by experiment, they can be corrected by configuration interaction . This

2717-560: A native language, Medieval Latin was used across Western and Catholic Europe during the Middle Ages as a working and literary language from the 9th century to the Renaissance , which then developed a classicizing form, called Renaissance Latin . This was the basis for Neo-Latin which evolved during the early modern period . In these periods Latin was used productively and generally taught to be written and spoken, at least until

2860-413: A plane composed of fused hexagonal rings, just like those in aromatic hydrocarbons . The resulting network is 2-dimensional, and the resulting flat sheets are stacked and loosely bonded through weak van der Waals forces . This gives graphite its softness and its cleaving properties (the sheets slip easily past one another). Because of the delocalization of one of the outer electrons of each atom to form

3003-431: A property that is called catenation . Carbon-carbon bonds are strong and stable. Through catenation, carbon forms a countless number of compounds. A tally of unique compounds shows that more contain carbon than do not. A similar claim can be made for hydrogen because most organic compounds contain hydrogen chemically bonded to carbon or another common element like oxygen or nitrogen. The simplest form of an organic molecule

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3146-508: A regular hexagon exhibiting a greater stabilization than the hypothetical 1,3,5-cyclohexatriene. In the case of heterocyclic aromatics and substituted benzenes , the electronegativity differences between different parts of the ring may dominate the chemical behavior of aromatic ring bonds, which otherwise are equivalent. Certain molecules such as xenon difluoride and sulfur hexafluoride have higher co-ordination numbers than would be possible due to strictly covalent bonding according to

3289-567: A result, the list has variants, as well as alternative names. In addition to the historical phases, Ecclesiastical Latin refers to the styles used by the writers of the Roman Catholic Church from late antiquity onward, as well as by Protestant scholars. The earliest known form of Latin is Old Latin, also called Archaic or Early Latin, which was spoken from the Roman Kingdom , traditionally founded in 753 BC, through

3432-407: A separate language, existing more or less in parallel with the literary or educated Latin, but this is now widely dismissed. The term 'Vulgar Latin' remains difficult to define, referring both to informal speech at any time within the history of Latin, and the kind of informal Latin that had begun to move away from the written language significantly in the post-Imperial period, that led ultimately to

3575-420: A single Lewis structure is insufficient to explain the electron configuration in a molecule and its resulting experimentally-determined properties, hence a superposition of structures is needed. The same two atoms in such molecules can be bonded differently in different Lewis structures (a single bond in one, a double bond in another, or even none at all), resulting in a non-integer bond order . The nitrate ion

3718-709: A small number of Latin services held in the Anglican church. These include an annual service in Oxford, delivered with a Latin sermon; a relic from the period when Latin was the normal spoken language of the university. In the Western world, many organizations, governments and schools use Latin for their mottos due to its association with formality, tradition, and the roots of Western culture . Canada's motto A mari usque ad mare ("from sea to sea") and most provincial mottos are also in Latin. The Canadian Victoria Cross

3861-526: A small number of stabilized carbocations (three bonds, positive charge), radicals (three bonds, neutral), carbanions (three bonds, negative charge) and carbenes (two bonds, neutral), although these species are much more likely to be encountered as unstable, reactive intermediates. Carbon occurs in all known organic life and is the basis of organic chemistry . When united with hydrogen, it forms various hydrocarbons that are important to industry as refrigerants, lubricants, solvents, as chemical feedstock for

4004-429: A sort of informal language academy dedicated to maintaining and perpetuating educated speech. Philological analysis of Archaic Latin works, such as those of Plautus , which contain fragments of everyday speech, gives evidence of an informal register of the language, Vulgar Latin (termed sermo vulgi , "the speech of the masses", by Cicero ). Some linguists, particularly in the nineteenth century, believed this to be

4147-572: A spoken and written language by the scholarship by the Renaissance humanists . Petrarch and others began to change their usage of Latin as they explored the texts of the Classical Latin world. Skills of textual criticism evolved to create much more accurate versions of extant texts through the fifteenth and sixteenth centuries, and some important texts were rediscovered. Comprehensive versions of authors' works were published by Isaac Casaubon , Joseph Scaliger and others. Nevertheless, despite

4290-432: A strictly left-to-right script. During the late republic and into the first years of the empire, from about 75 BC to AD 200, a new Classical Latin arose, a conscious creation of the orators, poets, historians and other literate men, who wrote the great works of classical literature , which were taught in grammar and rhetoric schools. Today's instructional grammars trace their roots to such schools , which served as

4433-431: A vast number of compounds , with about two hundred million having been described and indexed; and yet that number is but a fraction of the number of theoretically possible compounds under standard conditions. The allotropes of carbon include graphite , one of the softest known substances, and diamond , the hardest naturally occurring substance. It bonds readily with other small atoms, including other carbon atoms, and

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4576-693: A vernacular, such as those of Descartes . Latin education underwent a process of reform to classicise written and spoken Latin. Schooling remained largely Latin medium until approximately 1700. Until the end of the 17th century, the majority of books and almost all diplomatic documents were written in Latin. Afterwards, most diplomatic documents were written in French (a Romance language ) and later native or other languages. Education methods gradually shifted towards written Latin, and eventually concentrating solely on reading skills. The decline of Latin education took several centuries and proceeded much more slowly than

4719-411: Is Veritas ("truth"). Veritas was the goddess of truth, a daughter of Saturn, and the mother of Virtue. Switzerland has adopted the country's Latin short name Helvetia on coins and stamps, since there is no room to use all of the nation's four official languages . For a similar reason, it adopted the international vehicle and internet code CH , which stands for Confoederatio Helvetica ,

4862-463: Is a radionuclide , decaying with a half-life of 5,700 years. Carbon is one of the few elements known since antiquity . Carbon is the 15th most abundant element in the Earth's crust , and the fourth most abundant element in the universe by mass after hydrogen , helium , and oxygen . Carbon's abundance, its unique diversity of organic compounds , and its unusual ability to form polymers at

5005-640: Is a reversal of the original phrase Non terrae plus ultra ("No land further beyond", "No further!"). According to legend , this phrase was inscribed as a warning on the Pillars of Hercules , the rocks on both sides of the Strait of Gibraltar and the western end of the known, Mediterranean world. Charles adopted the motto following the discovery of the New World by Columbus, and it also has metaphorical suggestions of taking risks and striving for excellence. In

5148-439: Is a two-dimensional sheet of carbon with the atoms arranged in a hexagonal lattice. As of 2009, graphene appears to be the strongest material ever tested. The process of separating it from graphite will require some further technological development before it is economical for industrial processes. If successful, graphene could be used in the construction of a space elevator . It could also be used to safely store hydrogen for use in

5291-433: Is almost constant, but decreases predictably in their bodies after death. This principle is used in radiocarbon dating , invented in 1949, which has been used extensively to determine the age of carbonaceous materials with ages up to about 40,000 years. There are 15 known isotopes of carbon and the shortest-lived of these is C which decays through proton emission and has a half-life of 3.5 × 10 s. The exotic C exhibits

5434-404: Is also found in methane hydrates in polar regions and under the seas. Various estimates put this carbon between 500, 2500, or 3,000 Gt. According to one source, in the period from 1751 to 2008 about 347 gigatonnes of carbon were released as carbon dioxide to the atmosphere from burning of fossil fuels. Another source puts the amount added to the atmosphere for the period since 1750 at 879 Gt, and

5577-411: Is at 10.8 ± 0.2 megapascals (106.6 ± 2.0 atm; 1,566 ± 29 psi) and 4,600 ± 300 K (4,330 ± 300 °C; 7,820 ± 540 °F), so it sublimes at about 3,900 K (3,630 °C; 6,560 °F). Graphite is much more reactive than diamond at standard conditions, despite being more thermodynamically stable, as its delocalised pi system

5720-591: Is bonded tetrahedrally to four others, forming a 3-dimensional network of puckered six-membered rings of atoms. Diamond has the same cubic structure as silicon and germanium , and because of the strength of the carbon-carbon bonds , it is the hardest naturally occurring substance measured by resistance to scratching . Contrary to the popular belief that "diamonds are forever" , they are thermodynamically unstable ( Δ f G ° (diamond, 298 K) = 2.9 kJ/mol) under normal conditions (298 K, 10 Pa) and should theoretically transform into graphite. But due to

5863-405: Is capable of forming multiple stable covalent bonds with suitable multivalent atoms. Carbon is a component element in the large majority of all chemical compounds , with about two hundred million examples having been described in the published chemical literature. Carbon also has the highest sublimation point of all elements. At atmospheric pressure it has no melting point, as its triple point

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6006-551: Is carbon dioxide (CO 2 ). This was once the principal constituent of the paleoatmosphere , but is a minor component of the Earth's atmosphere today. Dissolved in water, it forms carbonic acid ( H 2 CO 3 ), but as most compounds with multiple single-bonded oxygens on a single carbon it is unstable. Through this intermediate, though, resonance-stabilized carbonate ions are produced. Some important minerals are carbonates, notably calcite . Carbon disulfide ( CS 2 )

6149-423: Is defined as where g | n , l , m l , m s ⟩ A ( E ) {\displaystyle g_{|n,l,m_{l},m_{s}\rangle }^{\mathrm {A} }(E)} is the contribution of the atomic orbital | n , l , m l , m s ⟩ {\displaystyle |n,l,m_{l},m_{s}\rangle } of

6292-493: Is denoted as the covalency of the A−B bond, which is specified in the same units of the energy ⁠ E {\displaystyle E} ⁠ . An analogous effect to covalent binding is believed to occur in some nuclear systems, with the difference that the shared fermions are quarks rather than electrons. High energy proton -proton scattering cross-section indicates that quark interchange of either u or d quarks

6435-468: Is done by combining the valence bond covalent function with the functions describing all possible ionic structures or by combining the molecular orbital ground state function with the functions describing all possible excited states using unoccupied orbitals. It can then be seen that the simple molecular orbital approach overestimates the weight of the ionic structures while the simple valence bond approach neglects them. This can also be described as saying that

6578-552: Is found in any widespread language, the languages of Spain, France, Portugal, and Italy have retained a remarkable unity in phonological forms and developments, bolstered by the stabilising influence of their common Christian (Roman Catholic) culture. It was not until the Muslim conquest of Spain in 711, cutting off communications between the major Romance regions, that the languages began to diverge seriously. The spoken Latin that would later become Romanian diverged somewhat more from

6721-801: Is found in large quantities in the United States (mostly in New York and Texas ), Russia, Mexico, Greenland, and India. Natural diamonds occur in the rock kimberlite , found in ancient volcanic "necks", or "pipes". Most diamond deposits are in Africa, notably in South Africa, Namibia, Botswana, the Republic of the Congo, and Sierra Leone. Diamond deposits have also been found in Arkansas , Canada,

6864-417: Is found in trace amounts on Earth of 1 part per trillion (0.0000000001%) or more, mostly confined to the atmosphere and superficial deposits, particularly of peat and other organic materials. This isotope decays by 0.158 MeV β emission . Because of its relatively short half-life of 5700 ± 30  years, C is virtually absent in ancient rocks. The amount of C in the atmosphere and in living organisms

7007-689: Is modelled after the British Victoria Cross which has the inscription "For Valour". Because Canada is officially bilingual, the Canadian medal has replaced the English inscription with the Latin Pro Valore . Spain's motto Plus ultra , meaning "even further", or figuratively "Further!", is also Latin in origin. It is taken from the personal motto of Charles V , Holy Roman Emperor and King of Spain (as Charles I), and

7150-461: Is much more vulnerable to attack. For example, graphite can be oxidised by hot concentrated nitric acid at standard conditions to mellitic acid , C 6 (CO 2 H) 6 , which preserves the hexagonal units of graphite while breaking up the larger structure. Carbon sublimes in a carbon arc, which has a temperature of about 5800 K (5,530 °C or 9,980 °F). Thus, irrespective of its allotropic form, carbon remains solid at higher temperatures than

7293-505: Is of considerable interest to nanotechnology as its Young's modulus is 40 times that of the hardest known material – diamond. In 2015, a team at the North Carolina State University announced the development of another allotrope they have dubbed Q-carbon , created by a high-energy low-duration laser pulse on amorphous carbon dust. Q-carbon is reported to exhibit ferromagnetism, fluorescence , and

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7436-408: Is one such example with three equivalent structures. The bond between the nitrogen and each oxygen is a double bond in one structure and a single bond in the other two, so that the average bond order for each N–O interaction is ⁠ 2 + 1 + 1 / 3 ⁠ = ⁠ 4 / 3 ⁠ . [REDACTED] In organic chemistry , when a molecule with a planar ring obeys Hückel's rule , where

7579-571: Is one such star system with an abundance of carbon, enabling the existence of life as we know it. It is the opinion of most scholars that all the carbon in the Solar System and the Milky Way comes from dying stars. The CNO cycle is an additional hydrogen fusion mechanism that powers stars, wherein carbon operates as a catalyst. Rotational transitions of various isotopic forms of carbon monoxide (for example, CO, CO, and CO) are detectable in

7722-452: Is similar. Nevertheless, due to its physical properties and its association with organic synthesis, carbon disulfide is sometimes classified as an organic solvent. The other common oxide is carbon monoxide (CO). It is formed by incomplete combustion, and is a colorless, odorless gas. The molecules each contain a triple bond and are fairly polar , resulting in a tendency to bind permanently to hemoglobin molecules, displacing oxygen, which has

7865-556: Is stabilized in various multi-atomic structures with diverse molecular configurations called allotropes . The three relatively well-known allotropes of carbon are amorphous carbon , graphite , and diamond. Once considered exotic, fullerenes are nowadays commonly synthesized and used in research; they include buckyballs , carbon nanotubes , carbon nanobuds and nanofibers . Several other exotic allotropes have also been discovered, such as lonsdaleite , glassy carbon , carbon nanofoam and linear acetylenic carbon (carbyne). Graphene

8008-1011: Is taught at many high schools, especially in Europe and the Americas. It is most common in British public schools and grammar schools, the Italian liceo classico and liceo scientifico , the German Humanistisches Gymnasium and the Dutch gymnasium . Occasionally, some media outlets, targeting enthusiasts, broadcast in Latin. Notable examples include Radio Bremen in Germany, YLE radio in Finland (the Nuntii Latini broadcast from 1989 until it

8151-681: Is the hydrocarbon—a large family of organic molecules that are composed of hydrogen atoms bonded to a chain of carbon atoms. A hydrocarbon backbone can be substituted by other atoms, known as heteroatoms . Common heteroatoms that appear in organic compounds include oxygen, nitrogen, sulfur, phosphorus, and the nonradioactive halogens, as well as the metals lithium and magnesium. Organic compounds containing bonds to metal are known as organometallic compounds ( see below ). Certain groupings of atoms, often including heteroatoms, recur in large numbers of organic compounds. These collections, known as functional groups , confer common reactivity patterns and allow for

8294-543: The Corpus Inscriptionum Latinarum (CIL). Authors and publishers vary, but the format is about the same: volumes detailing inscriptions with a critical apparatus stating the provenance and relevant information. The reading and interpretation of these inscriptions is the subject matter of the field of epigraphy . About 270,000 inscriptions are known. The Latin influence in English has been significant at all stages of its insular development. In

8437-583: The Holy See , the primary language of its public journal , the Acta Apostolicae Sedis , and the working language of the Roman Rota . Vatican City is also home to the world's only automatic teller machine that gives instructions in Latin. In the pontifical universities postgraduate courses of Canon law are taught in Latin, and papers are written in the same language. There are

8580-489: The International Union of Pure and Applied Chemistry (IUPAC) adopted the isotope carbon-12 as the basis for atomic weights . Identification of carbon in nuclear magnetic resonance (NMR) experiments is done with the isotope C. Carbon-14 (C) is a naturally occurring radioisotope , created in the upper atmosphere (lower stratosphere and upper troposphere ) by interaction of nitrogen with cosmic rays. It

8723-858: The Italic branch of the Indo-European languages . Latin was originally spoken by the Latins in Latium (now known as Lazio ), the lower Tiber area around Rome , Italy. Through the expansion of the Roman Republic it became the dominant language in the Italian Peninsula and subsequently throughout the Roman Empire . By the late Roman Republic , Old Latin had evolved into standardized Classical Latin . Vulgar Latin refers to

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8866-574: The Middle Ages , borrowing from Latin occurred from ecclesiastical usage established by Saint Augustine of Canterbury in the 6th century or indirectly after the Norman Conquest , through the Anglo-Norman language . From the 16th to the 18th centuries, English writers cobbled together huge numbers of new words from Latin and Greek words, dubbed " inkhorn terms ", as if they had spilled from a pot of ink. Many of these words were used once by

9009-511: The PAH world hypothesis where they are hypothesized to have a role in abiogenesis and formation of life. PAHs seem to have been formed "a couple of billion years" after the Big Bang , are widespread throughout the universe, and are associated with new stars and exoplanets . It has been estimated that the solid earth as a whole contains 730 ppm of carbon, with 2000 ppm in the core and 120 ppm in

9152-576: The Roman Rite of the Catholic Church at the Vatican City . The church continues to adapt concepts from modern languages to Ecclesiastical Latin of the Latin language. Contemporary Latin is more often studied to be read rather than spoken or actively used. Latin has greatly influenced the English language , along with a large number of others, and historically contributed many words to

9295-569: The Romance languages . During the Classical period, informal language was rarely written, so philologists have been left with only individual words and phrases cited by classical authors, inscriptions such as Curse tablets and those found as graffiti . In the Late Latin period, language changes reflecting spoken (non-classical) norms tend to be found in greater quantities in texts. As it

9438-636: The Western Roman Empire fell in 476 and Germanic kingdoms took its place, the Germanic people adopted Latin as a language more suitable for legal and other, more formal uses. While the written form of Latin was increasingly standardized into a fixed form, the spoken forms began to diverge more greatly. Currently, the five most widely spoken Romance languages by number of native speakers are Spanish , Portuguese , French , Italian , and Romanian . Despite dialectal variation, which

9581-424: The aurophilicity of the gold ligands, which provide additional stabilization of an otherwise labile species. In nature, the iron-molybdenum cofactor ( FeMoco ) responsible for microbial nitrogen fixation likewise has an octahedral carbon center (formally a carbide, C(-IV)) bonded to six iron atoms. In 2016, it was confirmed that, in line with earlier theoretical predictions, the hexamethylbenzene dication contains

9724-690: The biosphere has been estimated at 550 gigatonnes but with a large uncertainty, due mostly to a huge uncertainty in the amount of terrestrial deep subsurface bacteria . Hydrocarbons (such as coal, petroleum, and natural gas) contain carbon as well. Coal "reserves" (not "resources") amount to around 900 gigatonnes with perhaps 18,000 Gt of resources. Oil reserves are around 150 gigatonnes. Proven sources of natural gas are about 175 × 10 cubic metres (containing about 105 gigatonnes of carbon), but studies estimate another 900 × 10 cubic metres of "unconventional" deposits such as shale gas , representing about 540 gigatonnes of carbon. Carbon

9867-615: The octet rule . This is explained by the three-center four-electron bond ("3c–4e") model which interprets the molecular wavefunction in terms of non-bonding highest occupied molecular orbitals in molecular orbital theory and resonance of sigma bonds in valence bond theory . In three-center two-electron bonds ("3c–2e") three atoms share two electrons in bonding. This type of bonding occurs in boron hydrides such as diborane (B 2 H 6 ), which are often described as electron deficient because there are not enough valence electrons to form localized (2-centre 2-electron) bonds joining all

10010-480: The submillimeter wavelength range, and are used in the study of newly forming stars in molecular clouds . Under terrestrial conditions, conversion of one element to another is very rare. Therefore, the amount of carbon on Earth is effectively constant. Thus, processes that use carbon must obtain it from somewhere and dispose of it somewhere else. The paths of carbon in the environment form the carbon cycle . For example, photosynthetic plants draw carbon dioxide from

10153-574: The British Crown. The motto is featured on all presently minted coinage and has been featured in most coinage throughout the nation's history. Several states of the United States have Latin mottos , such as: Many military organizations today have Latin mottos, such as: Some law governing bodies in the Philippines have Latin mottos, such as: Some colleges and universities have adopted Latin mottos, for example Harvard University 's motto

10296-613: The English lexicon , particularly after the Christianization of the Anglo-Saxons and the Norman Conquest . Latin and Ancient Greek roots are heavily used in English vocabulary in theology , the sciences , medicine , and law . A number of phases of the language have been recognized, each distinguished by subtle differences in vocabulary, usage, spelling, and syntax. There are no hard and fast rules of classification; different scholars emphasize different features. As

10439-599: The Grinch Stole Christmas! , The Cat in the Hat , and a book of fairy tales, " fabulae mirabiles ", are intended to garner popular interest in the language. Additional resources include phrasebooks and resources for rendering everyday phrases and concepts into Latin, such as Meissner's Latin Phrasebook . Some inscriptions have been published in an internationally agreed, monumental, multivolume series,

10582-427: The Latin carbo for coal and charcoal, whence also comes the French charbon , meaning charcoal. In German, Dutch and Danish, the names for carbon are Kohlenstoff , koolstof , and kulstof respectively, all literally meaning coal-substance. Latin language Latin ( lingua Latina , pronounced [ˈlɪŋɡʷa ɫaˈtiːna] , or Latinum [ɫaˈtiːnʊ̃] ) is a classical language belonging to

10725-644: The Russian Arctic, Brazil, and in Northern and Western Australia. Diamonds are now also being recovered from the ocean floor off the Cape of Good Hope . Diamonds are found naturally, but about 30% of all industrial diamonds used in the U.S. are now manufactured. Carbon-14 is formed in upper layers of the troposphere and the stratosphere at altitudes of 9–15 km by a reaction that is precipitated by cosmic rays . Thermal neutrons are produced that collide with

10868-456: The Solar System was still a protoplanetary disk . Microscopic diamonds may also be formed by the intense pressure and high temperature at the sites of meteorite impacts. In 2014 NASA announced a greatly upgraded database for tracking polycyclic aromatic hydrocarbons (PAHs) in the universe. More than 20% of the carbon in the universe may be associated with PAHs, complex compounds of carbon and hydrogen without oxygen. These compounds figure in

11011-467: The United States the unofficial national motto until 1956 was E pluribus unum meaning "Out of many, one". The motto continues to be featured on the Great Seal . It also appears on the flags and seals of both houses of congress and the flags of the states of Michigan, North Dakota, New York, and Wisconsin. The motto's 13 letters symbolically represent the original Thirteen Colonies which revolted from

11154-563: The University of Kentucky, the University of Oxford and also Princeton University. There are many websites and forums maintained in Latin by enthusiasts. The Latin Misplaced Pages has more than 130,000 articles. Italian , French , Portuguese , Spanish , Romanian , Catalan , Romansh , Sardinian and other Romance languages are direct descendants of Latin. There are also many Latin borrowings in English and Albanian , as well as

11297-459: The ability to form three or four electron pair bonds, often form such large macromolecular structures. Bonds with one or three electrons can be found in radical species, which have an odd number of electrons. The simplest example of a 1-electron bond is found in the dihydrogen cation , H 2 . One-electron bonds often have about half the bond energy of a 2-electron bond, and are therefore called "half bonds". However, there are exceptions: in

11440-502: The addition of phosphorus to these other elements, it forms DNA and RNA , the chemical-code carriers of life, and adenosine triphosphate (ATP), the most important energy-transfer molecule in all living cells. Norman Horowitz , head of the Mariner and Viking missions to Mars (1965–1976), considered that the unique characteristics of carbon made it unlikely that any other element could replace carbon, even on another planet, to generate

11583-510: The allotropic form. For example, graphite is opaque and black, while diamond is highly transparent . Graphite is soft enough to form a streak on paper (hence its name, from the Greek verb "γράφειν" which means "to write"), while diamond is the hardest naturally occurring material known. Graphite is a good electrical conductor while diamond has a low electrical conductivity . Under normal conditions, diamond, carbon nanotubes , and graphene have

11726-600: The atmosphere (or seawater) and build it into biomass, as in the Calvin cycle , a process of carbon fixation . Some of this biomass is eaten by animals, while some carbon is exhaled by animals as carbon dioxide. The carbon cycle is considerably more complicated than this short loop; for example, some carbon dioxide is dissolved in the oceans; if bacteria do not consume it, dead plant or animal matter may become petroleum or coal, which releases carbon when burned. Carbon can form very long chains of interconnecting carbon–carbon bonds ,

11869-432: The atom A to the total electronic density of states ⁠ g ( E ) {\displaystyle g(E)} ⁠ of the solid where the outer sum runs over all atoms A of the unit cell. The energy window ⁠ [ E 0 , E 1 ] {\displaystyle [E_{0},E_{1}]} ⁠ is chosen in such a way that it encompasses all of the relevant bands participating in

12012-986: The atoms together, but generally, there are negligible forces of attraction between molecules. Such covalent substances are usually gases, for example, HCl , SO 2 , CO 2 , and CH 4 . In molecular structures, there are weak forces of attraction. Such covalent substances are low-boiling-temperature liquids (such as ethanol ), and low-melting-temperature solids (such as iodine and solid CO 2 ). Macromolecular structures have large numbers of atoms linked by covalent bonds in chains, including synthetic polymers such as polyethylene and nylon , and biopolymers such as proteins and starch . Network covalent structures (or giant covalent structures) contain large numbers of atoms linked in sheets (such as graphite ), or 3-dimensional structures (such as diamond and quartz ). These substances have high melting and boiling points, are frequently brittle, and tend to have high electrical resistivity . Elements that have high electronegativity , and

12155-400: The atoms. However the more modern description using 3c–2e bonds does provide enough bonding orbitals to connect all the atoms, so that the molecules can instead be classified as electron-precise. Each such bond (2 per molecule in diborane) contains a pair of electrons which connect the boron atoms to each other in a banana shape, with a proton (the nucleus of a hydrogen atom) in the middle of

12298-762: The author and then forgotten, but some useful ones survived, such as 'imbibe' and 'extrapolate'. Many of the most common polysyllabic English words are of Latin origin through the medium of Old French . Romance words make respectively 59%, 20% and 14% of English, German and Dutch vocabularies. Those figures can rise dramatically when only non-compound and non-derived words are included. Covalent Covalent bonding also includes many kinds of interactions, including σ-bonding , π-bonding , metal-to-metal bonding , agostic interactions , bent bonds , three-center two-electron bonds and three-center four-electron bonds . The term covalent bond dates from 1939. The prefix co- means jointly, associated in action, partnered to

12441-425: The benefit of those who do not understand Latin. There are also songs written with Latin lyrics . The libretto for the opera-oratorio Oedipus rex by Igor Stravinsky is in Latin. Parts of Carl Orff 's Carmina Burana are written in Latin. Enya has recorded several tracks with Latin lyrics. The continued instruction of Latin is seen by some as a highly valuable component of a liberal arts education. Latin

12584-450: The biochemistry necessary for life. Commonly carbon-containing compounds which are associated with minerals or which do not contain bonds to the other carbon atoms, halogens, or hydrogen, are treated separately from classical organic compounds; the definition is not rigid, and the classification of some compounds can vary from author to author (see reference articles above). Among these are the simple oxides of carbon. The most prominent oxide

12727-737: The bond covalency can be provided in this way. The mass center ⁠ c m ( n , l , m l , m s ) {\displaystyle cm(n,l,m_{l},m_{s})} ⁠ of an atomic orbital | n , l , m l , m s ⟩ , {\displaystyle |n,l,m_{l},m_{s}\rangle ,} with quantum numbers ⁠ n , {\displaystyle n,} ⁠ ⁠ l , {\displaystyle l,} ⁠ ⁠ m l , {\displaystyle m_{l},} ⁠ ⁠ m s , {\displaystyle m_{s},} ⁠ for atom A

12870-430: The bond, sharing electrons with both boron atoms. In certain cluster compounds , so-called four-center two-electron bonds also have been postulated. After the development of quantum mechanics, two basic theories were proposed to provide a quantum description of chemical bonding: valence bond (VB) theory and molecular orbital (MO) theory . A more recent quantum description is given in terms of atomic contributions to

13013-438: The bond. If the range to select is unclear, it can be identified in practice by examining the molecular orbitals that describe the electron density along with the considered bond. The relative position ⁠ C n A l A , n B l B {\displaystyle C_{n_{\mathrm {A} }l_{\mathrm {A} },n_{\mathrm {B} }l_{\mathrm {B} }}} ⁠ of

13156-528: The carbon is bonded to. In general, covalent radius decreases with lower coordination number and higher bond order. Carbon-based compounds form the basis of all known life on Earth, and the carbon-nitrogen-oxygen cycle provides a small portion of the energy produced by the Sun, and most of the energy in larger stars (e.g. Sirius ). Although it forms an extraordinary variety of compounds, most forms of carbon are comparatively unreactive under normal conditions. At standard temperature and pressure, it resists all but

13299-409: The careful work of Petrarch, Politian and others, first the demand for manuscripts, and then the rush to bring works into print, led to the circulation of inaccurate copies for several centuries following. Neo-Latin literature was extensive and prolific, but less well known or understood today. Works covered poetry, prose stories and early novels, occasional pieces and collections of letters, to name

13442-440: The case of dilithium , the bond is actually stronger for the 1-electron Li 2 than for the 2-electron Li 2 . This exception can be explained in terms of hybridization and inner-shell effects. The simplest example of three-electron bonding can be found in the helium dimer cation, He 2 . It is considered a "half bond" because it consists of only one shared electron (rather than two); in molecular orbital terms,

13585-415: The classicised Latin that followed through to the present are often grouped together as Neo-Latin , or New Latin, which have in recent decades become a focus of renewed study , given their importance for the development of European culture, religion and science. The vast majority of written Latin belongs to this period, but its full extent is unknown. The Renaissance reinforced the position of Latin as

13728-406: The coal-gas reaction used in coal gasification : Carbon combines with some metals at high temperatures to form metallic carbides, such as the iron carbide cementite in steel and tungsten carbide , widely used as an abrasive and for making hard tips for cutting tools. The system of carbon allotropes spans a range of extremes: Atomic carbon is a very short-lived species and, therefore, carbon

13871-487: The combined mantle and crust. Since the mass of the earth is 5.972 × 10 kg , this would imply 4360 million gigatonnes of carbon. This is much more than the amount of carbon in the oceans or atmosphere (below). In combination with oxygen in carbon dioxide, carbon is found in the Earth's atmosphere (approximately 900 gigatonnes of carbon — each ppm corresponds to 2.13 Gt) and dissolved in all water bodies (approximately 36,000 gigatonnes of carbon). Carbon in

14014-451: The conclusion that as T → 0 K and p → 0 Pa , diamond becomes more stable than graphite by approximately 1.1 kJ/mol, more recent and definitive experimental and computational studies show that graphite is more stable than diamond for T < 400 K , without applied pressure, by 2.7 kJ/mol at T  = 0 K and 3.2 kJ/mol at T  = 298.15 K. Under some conditions, carbon crystallizes as lonsdaleite ,

14157-587: The connected atoms which determines the chemical polarity of the bond. Two atoms with equal electronegativity will make nonpolar covalent bonds such as H–H. An unequal relationship creates a polar covalent bond such as with H−Cl. However polarity also requires geometric asymmetry , or else dipoles may cancel out, resulting in a non-polar molecule. There are several types of structures for covalent substances, including individual molecules, molecular structures , macromolecular structures and giant covalent structures. Individual molecules have strong bonds that hold

14300-605: The contributions of the magnetic and spin quantum numbers are summed. According to this definition, the relative position of the A levels with respect to the B levels is where, for simplicity, we may omit the dependence from the principal quantum number ⁠ n {\displaystyle n} ⁠ in the notation referring to ⁠ C n A l A , n B l B . {\displaystyle C_{n_{\mathrm {A} }l_{\mathrm {A} },n_{\mathrm {B} }l_{\mathrm {B} }}.} ⁠ In this formalism,

14443-465: The country's full Latin name. Some film and television in ancient settings, such as Sebastiane , The Passion of the Christ and Barbarians (2020 TV series) , have been made with dialogue in Latin. Occasionally, Latin dialogue is used because of its association with religion or philosophy, in such film/television series as The Exorcist and Lost (" Jughead "). Subtitles are usually shown for

14586-503: The decline in written Latin output. Despite having no native speakers, Latin is still used for a variety of purposes in the contemporary world. The largest organisation that retains Latin in official and quasi-official contexts is the Catholic Church . The Catholic Church required that Mass be carried out in Latin until the Second Vatican Council of 1962–1965 , which permitted the use of the vernacular . Latin remains

14729-589: The educated and official world, Latin continued without its natural spoken base. Moreover, this Latin spread into lands that had never spoken Latin, such as the Germanic and Slavic nations. It became useful for international communication between the member states of the Holy Roman Empire and its allies. Without the institutions of the Roman Empire that had supported its uniformity, Medieval Latin

14872-422: The electronic density of states. The two theories represent two ways to build up the electron configuration of the molecule. For valence bond theory, the atomic hybrid orbitals are filled with electrons first to produce a fully bonded valence configuration, followed by performing a linear combination of contributing structures ( resonance ) if there are several of them. In contrast, for molecular orbital theory

15015-412: The feasibility and speed of computer calculations compared to nonorthogonal valence bond orbitals. Evaluation of bond covalency is dependent on the basis set for approximate quantum-chemical methods such as COOP (crystal orbital overlap population), COHP (Crystal orbital Hamilton population), and BCOOP (Balanced crystal orbital overlap population). To overcome this issue, an alternative formulation of

15158-502: The formal electron count of these species does not exceed an octet. This makes them hypercoordinate but not hypervalent. Even in cases of alleged 10-C-5 species (that is, a carbon with five ligands and a formal electron count of ten), as reported by Akiba and co-workers, electronic structure calculations conclude that the electron population around carbon is still less than eight, as is true for other compounds featuring four-electron three-center bonding . The English name carbon comes from

15301-476: The future, but is currently technologically impossible. Isotopes of carbon are atomic nuclei that contain six protons plus a number of neutrons (varying from 2 to 16). Carbon has two stable, naturally occurring isotopes. The isotope carbon-12 (C) forms 98.93% of the carbon on Earth, while carbon-13 (C) forms the remaining 1.07%. The concentration of C is further increased in biological materials because biochemical reactions discriminate against C. In 1961,

15444-400: The greater the value of ⁠ C A , B , {\displaystyle C_{\mathrm {A,B} },} ⁠ the higher the overlap of the selected atomic bands, and thus the electron density described by those orbitals gives a more covalent A−B bond. The quantity ⁠ C A , B {\displaystyle C_{\mathrm {A,B} }} ⁠

15587-423: The heavier group-14 elements. The electronegativity of carbon is 2.5, significantly higher than the heavier group-14 elements (1.8–1.9), but close to most of the nearby nonmetals, as well as some of the second- and third-row transition metals . Carbon's covalent radii are normally taken as 77.2 pm (C−C), 66.7 pm (C=C) and 60.3 pm (C≡C), although these may vary depending on coordination number and what

15730-675: The highest thermal conductivities of all known materials. All carbon allotropes are solids under normal conditions, with graphite being the most thermodynamically stable form at standard temperature and pressure. They are chemically resistant and require high temperature to react even with oxygen. The most common oxidation state of carbon in inorganic compounds is +4, while +2 is found in carbon monoxide and transition metal carbonyl complexes. The largest sources of inorganic carbon are limestones , dolomites and carbon dioxide , but significant quantities occur in organic deposits of coal , peat , oil , and methane clathrates . Carbon forms

15873-506: The highest-melting-point metals such as tungsten or rhenium . Although thermodynamically prone to oxidation, carbon resists oxidation more effectively than elements such as iron and copper, which are weaker reducing agents at room temperature. Carbon is the sixth element, with a ground-state electron configuration of 1s2s2p, of which the four outer electrons are valence electrons . Its first four ionisation energies, 1086.5, 2352.6, 4620.5 and 6222.7 kJ/mol, are much higher than those of

16016-703: The invention of printing and are now published in carefully annotated printed editions, such as the Loeb Classical Library , published by Harvard University Press , or the Oxford Classical Texts , published by Oxford University Press . Latin translations of modern literature such as: The Hobbit , Treasure Island , Robinson Crusoe , Paddington Bear , Winnie the Pooh , The Adventures of Tintin , Asterix , Harry Potter , Le Petit Prince , Max and Moritz , How

16159-704: The language of the Roman Rite . The Tridentine Mass (also known as the Extraordinary Form or Traditional Latin Mass) is celebrated in Latin. Although the Mass of Paul VI (also known as the Ordinary Form or the Novus Ordo) is usually celebrated in the local vernacular language, it can be and often is said in Latin, in part or in whole, especially at multilingual gatherings. It is the official language of

16302-440: The large areas where it had come to be natively spoken. However, even after the fall of Western Rome , Latin remained the common language of international communication , science, scholarship and academia in Europe until well into the early 19th century, by which time modern languages had supplanted it in common academic and political usage. Late Latin is the literary language from the 3rd century AD onward. No longer spoken as

16445-467: The late seventeenth century, when spoken skills began to erode. It then became increasingly taught only to be read. Latin grammar is highly fusional , with classes of inflections for case , number , person , gender , tense , mood , voice , and aspect . The Latin alphabet is directly derived from the Etruscan and Greek alphabets . Latin remains the official language of the Holy See and

16588-431: The later part of the Roman Republic , up to 75 BC, i.e. before the age of Classical Latin . It is attested both in inscriptions and in some of the earliest extant Latin literary works, such as the comedies of Plautus and Terence . The Latin alphabet was devised from the Etruscan alphabet . The writing later changed from what was initially either a right-to-left or a boustrophedon script to what ultimately became

16731-421: The less prestigious colloquial registers , attested in inscriptions and some literary works such as those of the comic playwrights Plautus and Terence and the author Petronius . While often called a "dead language", Latin did not undergo language death . By the 6th to 9th centuries, natural language change eventually resulted in Latin as a vernacular language evolving into distinct Romance languages in

16874-414: The manufacture of plastics and petrochemicals, and as fossil fuels. When combined with oxygen and hydrogen, carbon can form many groups of important biological compounds including sugars, lignans , chitins , alcohols, fats, aromatic esters , carotenoids and terpenes . With nitrogen, it forms alkaloids , and with the addition of sulfur also it forms antibiotics, amino acids , and rubber products. With

17017-413: The mass center of | n A , l A ⟩ {\displaystyle |n_{\mathrm {A} },l_{\mathrm {A} }\rangle } levels of atom A with respect to the mass center of | n B , l B ⟩ {\displaystyle |n_{\mathrm {B} },l_{\mathrm {B} }\rangle } levels of atom B is given as where

17160-1050: The most polar and salt-like of carbides are not completely ionic compounds. Organometallic compounds by definition contain at least one carbon-metal covalent bond. A wide range of such compounds exist; major classes include simple alkyl-metal compounds (for example, tetraethyllead ), η-alkene compounds (for example, Zeise's salt ), and η-allyl compounds (for example, allylpalladium chloride dimer ); metallocenes containing cyclopentadienyl ligands (for example, ferrocene ); and transition metal carbene complexes . Many metal carbonyls and metal cyanides exist (for example, tetracarbonylnickel and potassium ferricyanide ); some workers consider metal carbonyl and cyanide complexes without other carbon ligands to be purely inorganic, and not organometallic. However, most organometallic chemists consider metal complexes with any carbon ligand, even 'inorganic carbon' (e.g., carbonyls, cyanides, and certain types of carbides and acetylides) to be organometallic in nature. Metal complexes containing organic ligands without

17303-406: The nuclei of nitrogen-14, forming carbon-14 and a proton. As such, 1.5% × 10 of atmospheric carbon dioxide contains carbon-14. Carbon-rich asteroids are relatively preponderant in the outer parts of the asteroid belt in the Solar System. These asteroids have not yet been directly sampled by scientists. The asteroids can be used in hypothetical space-based carbon mining , which may be possible in

17446-458: The number of π electrons fit the formula 4 n  + 2 (where n is an integer), it attains extra stability and symmetry. In benzene , the prototypical aromatic compound, there are 6 π bonding electrons ( n  = 1, 4 n  + 2 = 6). These occupy three delocalized π molecular orbitals ( molecular orbital theory ) or form conjugate π bonds in two resonance structures that linearly combine ( valence bond theory ), creating

17589-466: The other varieties, as it was largely separated from the unifying influences in the western part of the Empire. Spoken Latin began to diverge into distinct languages by the 9th century at the latest, when the earliest extant Romance writings begin to appear. They were, throughout the period, confined to everyday speech, as Medieval Latin was used for writing. For many Italians using Latin, though, there

17732-422: The outer wall of a nanotube) that combine the properties of both in a single structure. Of the other discovered allotropes, carbon nanofoam is a ferromagnetic allotrope discovered in 1997. It consists of a low-density cluster-assembly of carbon atoms strung together in a loose three-dimensional web, in which the atoms are bonded trigonally in six- and seven-membered rings. It is among the lightest known solids, with

17875-427: The quantum theory of the atom; the outer shell of a carbon atom is the n  = 2 shell, which can hold eight electrons, whereas the outer (and only) shell of a hydrogen atom is the n  = 1 shell, which can hold only two. While the idea of shared electron pairs provides an effective qualitative picture of covalent bonding, quantum mechanics is needed to understand the nature of these bonds and predict

18018-523: The rapid expansion and cooling of the early universe prohibited, and therefore no significant carbon was created during the Big Bang. According to current physical cosmology theory, carbon is formed in the interiors of stars on the horizontal branch . When massive stars die as supernova, the carbon is scattered into space as dust. This dust becomes component material for the formation of the next-generation star systems with accreted planets. The Solar System

18161-712: The sharing of electron pairs between atoms (and in 1926 he also coined the term " photon " for the smallest unit of radiant energy). He introduced the Lewis notation or electron dot notation or Lewis dot structure , in which valence electrons (those in the outer shell) are represented as dots around the atomic symbols. Pairs of electrons located between atoms represent covalent bonds. Multiple pairs represent multiple bonds, such as double bonds and triple bonds . An alternative form of representation, not shown here, has bond-forming electron pairs represented as solid lines. Lewis proposed that an atom forms enough covalent bonds to form

18304-676: The sharing of electrons over more than two atoms is said to be delocalized . The term covalence in regard to bonding was first used in 1919 by Irving Langmuir in a Journal of the American Chemical Society article entitled "The Arrangement of Electrons in Atoms and Molecules". Langmuir wrote that "we shall denote by the term covalence the number of pairs of electrons that a given atom shares with its neighbors." The idea of covalent bonding can be traced several years before 1919 to Gilbert N. Lewis , who in 1916 described

18447-533: The simple molecular orbital approach neglects electron correlation while the simple valence bond approach overestimates it. Modern calculations in quantum chemistry usually start from (but ultimately go far beyond) a molecular orbital rather than a valence bond approach, not because of any intrinsic superiority in the former but rather because the MO approach is more readily adapted to numerical computations. Molecular orbitals are orthogonal, which significantly increases

18590-406: The strongest covalent bonds and are due to head-on overlapping of orbitals on two different atoms. A single bond is usually a σ bond. Pi (π) bonds are weaker and are due to lateral overlap between p (or d) orbitals. A double bond between two given atoms consists of one σ and one π bond, and a triple bond is one σ and two π bonds. Covalent bonds are also affected by the electronegativity of

18733-470: The strongest oxidizers. It does not react with sulfuric acid , hydrochloric acid , chlorine or any alkalis . At elevated temperatures, carbon reacts with oxygen to form carbon oxides and will rob oxygen from metal oxides to leave the elemental metal. This exothermic reaction is used in the iron and steel industry to smelt iron and to control the carbon content of steel : Carbon reacts with sulfur to form carbon disulfide , and it reacts with steam in

18876-506: The structure of fullerenes. The buckyballs are fairly large molecules formed completely of carbon bonded trigonally, forming spheroids (the best-known and simplest is the soccerball-shaped C 60 buckminsterfullerene ). Carbon nanotubes (buckytubes) are structurally similar to buckyballs, except that each atom is bonded trigonally in a curved sheet that forms a hollow cylinder . Nanobuds were first reported in 2007 and are hybrid buckytube/buckyball materials (buckyballs are covalently bonded to

19019-531: The structures and properties of simple molecules. Walter Heitler and Fritz London are credited with the first successful quantum mechanical explanation of a chemical bond ( molecular hydrogen ) in 1927. Their work was based on the valence bond model, which assumes that a chemical bond is formed when there is good overlap between the atomic orbitals of participating atoms. Atomic orbitals (except for s orbitals) have specific directional properties leading to different types of covalent bonds. Sigma (σ) bonds are

19162-413: The systematic study and categorization of organic compounds. Chain length, shape and functional groups all affect the properties of organic molecules. In most stable compounds of carbon (and nearly all stable organic compounds), carbon obeys the octet rule and is tetravalent , meaning that a carbon atom forms a total of four covalent bonds (which may include double and triple bonds). Exceptions include

19305-459: The temperatures commonly encountered on Earth, enables this element to serve as a common element of all known life . It is the second most abundant element in the human body by mass (about 18.5%) after oxygen. The atoms of carbon can bond together in diverse ways, resulting in various allotropes of carbon . Well-known allotropes include graphite , diamond , amorphous carbon , and fullerenes . The physical properties of carbon vary widely with

19448-715: The third electron is in an anti-bonding orbital which cancels out half of the bond formed by the other two electrons. Another example of a molecule containing a 3-electron bond, in addition to two 2-electron bonds, is nitric oxide , NO. The oxygen molecule, O 2 can also be regarded as having two 3-electron bonds and one 2-electron bond, which accounts for its paramagnetism and its formal bond order of 2. Chlorine dioxide and its heavier analogues bromine dioxide and iodine dioxide also contain three-electron bonds. Molecules with odd-electron bonds are usually highly reactive. These types of bond are only stable between atoms with similar electronegativities. There are situations whereby

19591-455: The total going to the atmosphere, sea, and land (such as peat bogs ) at almost 2,000 Gt. Carbon is a constituent (about 12% by mass) of the very large masses of carbonate rock ( limestone , dolomite , marble , and others). Coal is very rich in carbon ( anthracite contains 92–98%) and is the largest commercial source of mineral carbon, accounting for 4,000 gigatonnes or 80% of fossil fuel . As for individual carbon allotropes, graphite

19734-552: The understanding of reaction mechanisms . As molecular orbital theory builds the molecular wavefunction out of delocalized orbitals, it is more suited for the calculation of ionization energies and the understanding of spectral absorption bands . At the qualitative level, both theories contain incorrect predictions. Simple (Heitler–London) valence bond theory correctly predicts the dissociation of homonuclear diatomic molecules into separate atoms, while simple (Hartree–Fock) molecular orbital theory incorrectly predicts dissociation into

19877-767: The unstable dicarbon monoxide (C 2 O), carbon trioxide (CO 3 ), cyclopentanepentone (C 5 O 5 ), cyclohexanehexone (C 6 O 6 ), and mellitic anhydride (C 12 O 9 ). However, mellitic anhydride is the triple acyl anhydride of mellitic acid; moreover, it contains a benzene ring. Thus, many chemists consider it to be organic. With reactive metals, such as tungsten , carbon forms either carbides (C) or acetylides ( C 2 ) to form alloys with high melting points. These anions are also associated with methane and acetylene , both very weak acids. With an electronegativity of 2.5, carbon prefers to form covalent bonds . A few carbides are covalent lattices, like carborundum (SiC), which resembles diamond. Nevertheless, even

20020-413: Was free to develop on its own, there is no reason to suppose that the speech was uniform either diachronically or geographically. On the contrary, Romanised European populations developed their own dialects of the language, which eventually led to the differentiation of Romance languages . Late Latin is a kind of written Latin used in the 3rd to 6th centuries. This began to diverge from Classical forms at

20163-496: Was much more liberal in its linguistic cohesion: for example, in classical Latin sum and eram are used as auxiliary verbs in the perfect and pluperfect passive, which are compound tenses. Medieval Latin might use fui and fueram instead. Furthermore, the meanings of many words were changed and new words were introduced, often under influence from the vernacular. Identifiable individual styles of classically incorrect Latin prevail. Renaissance Latin, 1300 to 1500, and

20306-441: Was no complete separation between Italian and Latin, even into the beginning of the Renaissance . Petrarch for example saw Latin as a literary version of the spoken language. Medieval Latin is the written Latin in use during that portion of the post-classical period when no corresponding Latin vernacular existed, that is from around 700 to 1500 AD. The spoken language had developed into the various Romance languages; however, in

20449-482: Was shut down in June 2019), and Vatican Radio & Television, all of which broadcast news segments and other material in Latin. A variety of organisations, as well as informal Latin 'circuli' ('circles'), have been founded in more recent times to support the use of spoken Latin. Moreover, a number of university classics departments have begun incorporating communicative pedagogies in their Latin courses. These include

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