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For example, the pK a value of acetic acid is 4.8, while ethanol has a pK a of 16. Hence acetic acid is a much stronger acid than ethanol. Hence acetic acid is a much stronger acid than ethanol. This in turn means that for equimolar solutions of a carboxylic acid or an alcohol in water, the carboxylic acid would have a much lower pH .
Category: Carboxylate anions. 18 languages. Беларуская (тарашкевіца) ... Download as PDF; Printable version; In other projects Wikimedia Commons;
Alternately, it can be named as a "carboxy" or "carboxylic acid" substituent on another parent structure, such as 2-carboxyfuran. The carboxylate anion (R−COO − or R−CO − 2) of a carboxylic acid is usually named with the suffix -ate, in keeping with the general pattern of -ic acid and -ate for a conjugate acid and its conjugate base ...
Delocalization of negative charge in a generic carboxylate anion, derived from an organic carboxylic acid (cf. acetic acid), and the corresponding vinylogous carboxylate anion (the "vinylog/vinylogue" of the carboxylate anion), where a vinyl group now separates the charged oxygen from the carbonyl (C=O) group.
Thus, there is a weak electron-donating +I effect. There is an almost zero -M effect since the electron-withdrawing resonance capacity of the carbonyl group is effectively removed by the delocalisation of the negative charge of the anion on the oxygen. Thus overall the carboxylate group (unlike the carboxyl group) has an activating influence. [10]
Acyl anions are almost always unstable—usually too unstable to be exploited synthetically. They readily react with the neutral aldehyde to form an acyloin dimer. Hence, synthetic chemists have developed various acyl anion synthetic equivalents, such as dithianes, as surrogates.
An oxocarbon anion C x O n− y can be seen as the result of removing all protons from a corresponding acid C x H n O y. Carbonate CO 2− 3, for example, can be seen as the anion of carbonic acid H 2 CO 3. Sometimes the "acid" is actually an alcohol or other species; this is the case, for example, of acetylenediolate C 2 O 2− 2 that would ...
Attempts to prepare some carboxylate complexes, especially for electrophilic metals, often gives oxo derivatives. Examples include the oxo-acetates of Fe(III), Mn(III), and Cr(III). Pyrolysis of metal carboxylates affords acid anhydrides and the metal oxide. This reaction explains the formation of basic zinc acetate from anhydrous zinc diacetate.