In chemistry , an acid dissociation constant (also known as acidity constant , or acid-ionization constant ; denoted K a {\displaystyle K_{a}} ) is a quantitative measure of the strength of an acid in solution . It is the equilibrium constant for a chemical reaction
41-404: (Redirected from TRIS ) Tris or TRIS may refer to: Chemicals [ edit ] Tris(hydroxymethyl) aminomethane , a biochemical buffer Tris(2-chloroethyl) phosphate , a flame retardant Tris(2,3-dibromopropyl) phosphate , a flame retardant People [ edit ] Tris Speaker , a baseball player Tris Prior , a character in
82-431: A coordinate covalent bond . An acid dissociation constant is a particular example of an equilibrium constant . The dissociation of a monoprotic acid , HA, in dilute solution can be written as The thermodynamic equilibrium constant K ⊖ {\displaystyle K^{\ominus }} can be defined by where { X } {\displaystyle \{X\}} represents
123-496: A is often used because it provides a convenient logarithmic scale , where a lower p K a corresponds to a stronger acid. The acid dissociation constant for an acid is a direct consequence of the underlying thermodynamics of the dissociation reaction; the p K a value is directly proportional to the standard Gibbs free energy change for the reaction. The value of the p K a changes with temperature and can be understood qualitatively based on Le Châtelier's principle : when
164-458: A less than about 2 or more than about 11, spectrophotometric or NMR measurements may be required due to practical difficulties with pH measurements. According to Arrhenius 's original molecular definition , an acid is a substance that dissociates in aqueous solution, releasing the hydrogen ion H (a proton): The equilibrium constant for this dissociation reaction is known as a dissociation constant . The liberated proton combines with
205-449: A metal-ligand complex are always specified as association constants, ligand protonation must also be specified as an association reaction. The definitions show that the value of an acid dissociation constant is the reciprocal of the value of the corresponding association constant: Notes All equilibrium constants vary with temperature according to the van 't Hoff equation R {\displaystyle R}
246-515: A primary amine and thus undergoes the reactions associated with typical amines, e.g., condensations with aldehydes . Tris also complexes with metal ions in solution. In medicine, tromethamine is occasionally used as a drug, given in intensive care for its properties as a buffer for the treatment of severe metabolic acidosis in specific circumstances. Some medications are formulated as the "tromethamine salt" including Hemabate ( carboprost as trometamol salt), and " ketorolac trometamol". In 2023
287-528: A solvated hydronium ion rather than a proton. The designation of an acid or base as "conjugate" depends on the context. The conjugate acid BH of a base B dissociates according to which is the reverse of the equilibrium The hydroxide ion OH , a well known base, is here acting as the conjugate base of the acid water. Acids and bases are thus regarded simply as donors and acceptors of protons respectively. A broader definition of acid dissociation includes hydrolysis , in which protons are produced by
328-474: A values are known. In particular, the pH of a solution can be predicted when the analytical concentration and p K a values of all acids and bases are known; conversely, it is possible to calculate the equilibrium concentration of the acids and bases in solution when the pH is known. These calculations find application in many different areas of chemistry, biology, medicine, and geology. For example, many compounds used for medication are weak acids or bases, and
369-404: A values range from about −2 for a strong acid to about 12 for a very weak acid (or strong base). A buffer solution of a desired pH can be prepared as a mixture of a weak acid and its conjugate base. In practice, the mixture can be created by dissolving the acid in water, and adding the requisite amount of strong acid or base. When the p K a and analytical concentration of the acid are known,
410-506: A concentration c i {\displaystyle c_{i}} is simply proportional to mole fraction x i {\displaystyle x_{i}} and density ρ {\displaystyle \rho } : and since the molar mass M {\displaystyle M} is a constant in dilute solutions, an equilibrium constant value determined using (3) will be simply proportional to
451-414: A knowledge of the p K a values, together with the octanol-water partition coefficient , can be used for estimating the extent to which the compound enters the blood stream. Acid dissociation constants are also essential in aquatic chemistry and chemical oceanography , where the acidity of water plays a fundamental role. In living organisms, acid–base homeostasis and enzyme kinetics are dependent on
SECTION 10
#1732772474062492-415: A medium of high ionic strength , that is, under conditions in which Γ {\displaystyle \Gamma } can be assumed to be always constant. For example, the medium might be a solution of 0.1 molar (M) sodium nitrate or 3 M potassium perchlorate . With this assumption, is obtained. Note, however, that all published dissociation constant values refer to
533-434: A p K a value of less than 0 is almost completely deprotonated and is considered a strong acid . All such acids transfer their protons to water and form the solvent cation species (H 3 O in aqueous solution) so that they all have essentially the same acidity, a phenomenon known as solvent leveling . They are said to be fully dissociated in aqueous solution because the amount of undissociated acid, in equilibrium with
574-537: A small temperature range. In the equation K a appears to have dimensions of concentration. However, since Δ G = − R T ln K {\displaystyle \Delta G=-RT\ln K} , the equilibrium constant, K {\displaystyle K} , cannot have a physical dimension. This apparent paradox can be resolved in various ways. The procedures, (1) and (2), give identical numerical values for an equilibrium constant. Furthermore, since
615-440: A strain of Pseudomonas hunanensis was found to be able to degrade TRIS buffer. The conjugate acid of tris has a p K a of 8.07 at 25 °C, which implies that the buffer has an effective pH range between 7.1 and 9.1 (p K a ± 1) at room temperature. Tris is prepared industrially by the exhaustive condensation of nitromethane with formaldehyde under basic conditions (i.e. repeated Henry reactions ) to produce
656-448: A water molecule to give a hydronium (or oxonium) ion H 3 O (naked protons do not exist in solution), and so Arrhenius later proposed that the dissociation should be written as an acid–base reaction : Brønsted and Lowry generalised this further to a proton exchange reaction: The acid loses a proton, leaving a conjugate base; the proton is transferred to the base, creating a conjugate acid. For aqueous solutions of an acid HA,
697-460: A weak acid. p K a values for strong acids have been estimated by theoretical means. For example, the p K a value of aqueous HCl has been estimated as −9.3. After rearranging the expression defining K a , and putting pH = −log 10 [H ] , one obtains This is the Henderson–Hasselbalch equation , from which the following conclusions can be drawn. In water, measurable p K
738-473: Is an example of a polyprotic acid as it can lose three protons. When the difference between successive p K values is about four or more, as in this example, each species may be considered as an acid in its own right; In fact salts of H 2 PO 4 may be crystallised from solution by adjustment of pH to about 5.5 and salts of HPO 2− 4 may be crystallised from solution by adjustment of pH to about 10. The species distribution diagram shows that
779-530: Is different from Wikidata All article disambiguation pages All disambiguation pages Tris Tris , or tris(hydroxymethyl)aminomethane , or known during medical use as tromethamine or THAM , is an organic compound with the formula (HOCH 2 ) 3 CNH 2 . It is extensively used in biochemistry and molecular biology as a component of buffer solutions such as in TAE and TBE buffers , especially for solutions of nucleic acids . It contains
820-499: Is positive and K increases with temperature. The standard enthalpy change for a reaction is itself a function of temperature, according to Kirchhoff's law of thermochemistry : where Δ C p {\displaystyle \Delta C_{p}} is the heat capacity change at constant pressure. In practice Δ H ⊖ {\displaystyle \Delta H^{\ominus }} may be taken to be constant over
861-418: Is related to the product of stepwise constants, denoted by K . {\displaystyle \mathrm {K} .} For a dibasic acid the relationship between stepwise and overall constants is as follows Note that in the context of metal-ligand complex formation, the equilibrium constants for the formation of metal complexes are usually defined as association constants. In that case,
SECTION 20
#1732772474062902-489: Is the gas constant and T {\displaystyle T} is the absolute temperature . Thus, for exothermic reactions, the standard enthalpy change , Δ H ⊖ {\displaystyle \Delta H^{\ominus }} , is negative and K decreases with temperature. For endothermic reactions, Δ H ⊖ {\displaystyle \Delta H^{\ominus }}
943-461: Is the product of concentration and activity coefficient ( γ ) the definition could also be written as where [ HA ] {\displaystyle [{\text{HA}}]} represents the concentration of HA and Γ {\displaystyle \Gamma } is a quotient of activity coefficients. To avoid the complications involved in using activities, dissociation constants are determined , where possible, in
984-541: Is used to increase permeability of cell membranes. It is a component of the Moderna COVID-19 vaccine and the Pfizer-BioNTech COVID-19 vaccine for use in children 5 through 11 years of age. Tris (usually known as THAM in this context) is used as alternative to sodium bicarbonate in the treatment of metabolic acidosis . Acid dissociation constant known as dissociation in
1025-617: The Divergent book series and its film adaptations Other uses [ edit ] TRIS online , a former bibliographic database created by U.S. Department of Transportation Research Information Services online TRIS, the ICAO type designator for the Britten-Norman Trislander TRIS ( Technical Regulations Information System ), EU information system on planned technical regulations Topics referred to by
1066-400: The activity , at equilibrium, of the chemical species X. K ⊖ {\displaystyle K^{\ominus }} is dimensionless since activity is dimensionless. Activities of the products of dissociation are placed in the numerator, activities of the reactants are placed in the denominator. See activity coefficient for a derivation of this expression. Since activity
1107-409: The molar concentrations of the species at equilibrium. For example, a hypothetical weak acid having K a = 10 , the value of log K a is the exponent (−5), giving p K a = 5. For acetic acid , K a = 1.8 x 10 , so p K a is about 5. A higher K a corresponds to a stronger acid (an acid that is more dissociated at equilibrium). The form p K
1148-432: The base is water; the conjugate base is A and the conjugate acid is the hydronium ion. The Brønsted–Lowry definition applies to other solvents, such as dimethyl sulfoxide : the solvent S acts as a base, accepting a proton and forming the conjugate acid SH . In solution chemistry, it is common to use H as an abbreviation for the solvated hydrogen ion, regardless of the solvent. In aqueous solution H denotes
1189-454: The context of acid–base reactions . The chemical species HA is an acid that dissociates into A , called the conjugate base of the acid, and a hydrogen ion , H . The system is said to be in equilibrium when the concentrations of its components do not change over time, because both forward and backward reactions are occurring at the same rate. The dissociation constant is defined by where quantities in square brackets represent
1230-406: The dissociation products, is below the detection limit . Likewise, any aqueous base with an association constant p K b less than about 0, corresponding to p K a greater than about 14, is leveled to OH and is considered a strong base . Nitric acid , with a p K value of around −1.7, behaves as a strong acid in aqueous solutions with a pH greater than 1. At lower pH values it behaves as
1271-406: The equilibrium constants for ligand protonation are also defined as association constants. The numbering of association constants is the reverse of the numbering of dissociation constants; in this example log β 1 = p K a 2 {\displaystyle \log \beta _{1}=\mathrm {p} K_{{\ce {a2}}}} When discussing
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1312-458: The extent of dissociation and pH of a solution of a monoprotic acid can be easily calculated using an ICE table . A polyprotic acid is a compound which may lose more than 1 proton. Stepwise dissociation constants are each defined for the loss of a single proton. The constant for dissociation of the first proton may be denoted as K a1 and the constants for dissociation of successive protons as K a2 , etc. Phosphoric acid , H 3 PO 4 ,
1353-429: The intermediate (HOCH 2 ) 3 CNO 2 , which is subsequently hydrogenated to give the final product. The useful buffer range for tris (pH 7–9) coincides with the physiological pH typical of most living organisms. This, and its low cost, make tris one of the most common buffers in the biology/biochemistry laboratory. Tris is also used as a primary standard to standardize acid solutions for chemical analysis. Tris
1394-429: The number of =O and −OH groups (see Factors that affect p K a values below). Other structural factors that influence the magnitude of the acid dissociation constant include inductive effects , mesomeric effects , and hydrogen bonding . Hammett type equations have frequently been applied to the estimation of p K a . The quantitative behaviour of acids and bases in solution can be understood only if their p K
1435-433: The p K a values of the many acids and bases present in the cell and in the body. In chemistry, a knowledge of p K a values is necessary for the preparation of buffer solutions and is also a prerequisite for a quantitative understanding of the interaction between acids or bases and metal ions to form complexes . Experimentally, p K a values can be determined by potentiometric (pH) titration , but for values of p K
1476-441: The properties of acids it is usual to specify equilibrium constants as acid dissociation constants, denoted by K a , with numerical values given the symbol p K a . On the other hand, association constants are used for bases. However, general purpose computer programs that are used to derive equilibrium constant values from experimental data use association constants for both acids and bases. Because stability constants for
1517-417: The reaction is endothermic , K a increases and p K a decreases with increasing temperature; the opposite is true for exothermic reactions. The value of p K a also depends on molecular structure of the acid in many ways. For example, Pauling proposed two rules: one for successive p K a of polyprotic acids (see Polyprotic acids below), and one to estimate the p K a of oxyacids based on
1558-422: The same term [REDACTED] This disambiguation page lists articles associated with the title Tris . If an internal link led you here, you may wish to change the link to point directly to the intended article. Retrieved from " https://en.wikipedia.org/w/index.php?title=Tris_(disambiguation)&oldid=1235445343 " Category : Disambiguation pages Hidden categories: Short description
1599-508: The specific ionic medium used in their determination and that different values are obtained with different conditions, as shown for acetic acid in the illustration above. When published constants refer to an ionic strength other than the one required for a particular application, they may be adjusted by means of specific ion theory (SIT) and other theories. A cumulative equilibrium constant, denoted by β , {\displaystyle \mathrm {\beta } ,}
1640-447: The splitting of water molecules. For example, boric acid ( B(OH) 3 ) produces H 3 O as if it were a proton donor, but it has been confirmed by Raman spectroscopy that this is due to the hydrolysis equilibrium: Similarly, metal ion hydrolysis causes ions such as [Al(H 2 O) 6 ] to behave as weak acids: According to Lewis 's original definition, an acid is a substance that accepts an electron pair to form
1681-415: The values obtained with (1) and (2). It is common practice in biochemistry to quote a value with a dimension as, for example, " K a = 30 mM" in order to indicate the scale, millimolar (mM) or micromolar (μM) of the concentration values used for its calculation. An acid is classified as "strong" when the concentration of its undissociated species is too low to be measured. Any aqueous acid with