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Its conjugate base is the acetate ion with K b = 10 −14 /K a = 5.7 x 10 −10 (from the relationship K a × K b = 10 −14), which certainly does not correspond to a strong base. The conjugate of a weak acid is often a weak base and vice versa.
For example, carbon monoxide is a very weak Brønsted–Lowry base but it forms a strong adduct with BF 3. In another comparison of Lewis and Brønsted–Lowry acidity by Brown and Kanner, [ 19 ] 2,6-di- t -butylpyridine reacts to form the hydrochloride salt with HCl but does not react with BF 3 .
A strong base is a basic chemical compound that can remove a proton (H +) from (or deprotonate) a molecule of even a very weak acid (such as water) in an acid–base reaction. Common examples of strong bases include hydroxides of alkali metals and alkaline earth metals, like NaOH and Ca(OH)
2,6-Di-tert-butylpyridine, a weak non-nucleophilic base [2] pK a = 3.58; Phosphazene bases, such as t-Bu-P 4 [3] Non-nucleophilic bases of high strength are usually anions. For these species, the pK a s of the conjugate acids are around 35–40. Lithium diisopropylamide (LDA), pK a = 36
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.
The position of equilibrium varies from base to base when a weak base reacts with water. The further to the left it is, the weaker the base. [5] When there is a hydrogen ion gradient between two sides of the biological membrane, the concentration of some weak bases are focused on only one side of the membrane. [6]
In general, organic acids are weak acids and do not dissociate completely in water, whereas the strong mineral acids do. Lower molecular mass organic acids such as formic and lactic acids are miscible in water, but higher molecular mass organic acids, such as benzoic acid , are insoluble in molecular (neutral) form.
On the other hand, if a chemical is a weak acid its conjugate base will not necessarily be strong. Consider that ethanoate, the conjugate base of ethanoic acid, has a base splitting constant (Kb) of about 5.6 × 10 −10, making it a weak base. In order for a species to have a strong conjugate base it has to be a very weak acid, like water.