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Benzoic acid (/ b ɛ n ˈ z oʊ. ɪ k /) is a white (or colorless) solid organic compound with the formula C 6 H 5 COOH, whose structure consists of a benzene ring (C 6 H 6) with a carboxyl (−C(=O)OH) substituent.
When ortho substitution occurs in benzoic acid, steric hindrance causes the carboxyl group to twist out of the plane of the benzene ring. The twisting inhibits the resonance of the carboxyl group with the phenyl ring, leading to increased acidity of the carboxyl group.
However, another effect that plays a role is the +M effect which adds electron density back into the benzene ring (thus having the opposite effect of the -I effect but by a different mechanism). This is called the mesomeric effect (hence +M) and the result for fluorine is that the +M effect approximately cancels out the -I effect.
Carboxylic acids are organic acids characterized by a carboxyl (-COOH) functional group. ... benzene-1,3,5-tricarboxylic acid: trimesic acid: C 6 H 3 (COOH) 3
In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group (−C(=O)−OH) [1] attached to an R-group. The general formula of a carboxylic acid is often written as R−COOH or R−CO 2 H, sometimes as R−C(O)OH with R referring to an organyl group (e.g., alkyl, alkenyl, aryl), or hydrogen, or other groups ...
In certain cases, generally when the benzene ring is activated, Friedel–Crafts acylation can also be carried out with catalytic amounts of a milder Lewis acid (e.g. Zn(II) salts) or a Brønsted acid catalyst using the anhydride or even the carboxylic acid itself as the acylation agent.
Some traditional names for common carboxylic acids (such as acetic acid) are in such widespread use that they are retained in IUPAC nomenclature, [7] though systematic names like ethanoic acid are also used. Carboxylic acids attached to a benzene ring are structural analogs of benzoic acid (Ph−COOH) and are named as one of its derivatives ...
2-Carboxybenzaldehyde is a chemical compound.It consists of a benzene ring, with an aldehyde and a carboxylic acid as substituents that are ortho to each other. The compound exhibits ring–chain tautomerism: the two substituents can react with each other to form 3-hydroxyphthalide, a cyclic lactol.
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