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The strength of a weak acid is quantified by its acid dissociation constant, value. The strength of a weak organic acid may depend on substituent effects. The strength of an inorganic acid is dependent on the oxidation state for the atom to which the proton may be attached. Acid strength is solvent-dependent. For example, hydrogen chloride is a ...
Nitric acid, with a pK value of around −1.7, behaves as a strong acid in aqueous solutions with a pH greater than 1. [23] At lower pH values it behaves as a weak acid. pK a values for strong acids have been estimated by theoretical means. [24] For example, the pK a value of aqueous HCl has been estimated as −9.3.
The higher the proton affinity, the stronger the base and the weaker the conjugate acid in the gas phase.The (reportedly) strongest known base is the ortho-diethynylbenzene dianion (E pa = 1843 kJ/mol), [3] followed by the methanide anion (E pa = 1743 kJ/mol) and the hydride ion (E pa = 1675 kJ/mol), [4] making methane the weakest proton acid [5] in the gas phase, followed by dihydrogen.
Strong acids, such as sulfuric or phosphoric acid, have large dissociation constants; weak acids, such as acetic acid, have small dissociation constants. The symbol K a , used for the acid dissociation constant, can lead to confusion with the association constant , and it may be necessary to see the reaction or the equilibrium expression to ...
The term superacid was originally coined by James Bryant Conant in 1927 to describe acids that were stronger than conventional mineral acids. [1] This definition was refined by Ronald Gillespie in 1971, as any acid with an H 0 value lower than that of 100% sulfuric acid (−11.93). [3]
When the difference between successive pK a values is less than about 3, there is overlap between the pH range of existence of the species in equilibrium. The smaller the difference, the more the overlap. In the case of citric acid, the overlap is extensive and solutions of citric acid are buffered over the whole range of pH 2.5 to 7.5.
A variety of amines and nitrogen heterocycles are useful bases of moderate strength (pK a of conjugate acid around 10-13) . N,N-Diisopropylethylamine (DIPEA, also called Hünig's Base [1]), pK a = 10.75
For example, p-Toluenesulfonic acid and methanesulfonic acid have pK a values of −2.8 and −1.9, respectively, while those of benzoic acid and acetic acid are 4.20 and 4.76, respectively. However, as a consequence of their strong acidity, their p K a values cannot be measured directly, and values commonly quoted should be regarded as ...