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Benzoic acid is cheap and readily available, so the laboratory synthesis of benzoic acid is mainly practiced for its pedagogical value. It is a common undergraduate preparation. Benzoic acid can be purified by recrystallization from water because of its high solubility in hot water and poor solubility in cold water. The avoidance of organic ...
The archetypal reaction is the alkaline hydrolysis of ethyl benzoate (R=R'=H) in a water/ethanol mixture at 30 °C. Measurement of the reaction rate k 0 combined with that of many substituted ethyl benzoates ultimately result in a reaction constant of +2.498. [3] [needs update] [non-primary source needed] Scheme 2. Hydrolysis of benzoic acid esters
Benzoic acid was shown to be genotoxic in vitro. [22] Benzoic acid therefore might have a role in benzotrichloride carcinogenicity, but benzotrichloride has more carcinogenic potential than benzoic acid, suggesting that an intermediate in hydrolysis is responsible for at least part of the carcinogenicity. [1]
It reacts with water to produce hydrochloric acid and benzoic acid: C 6 H 5 COCl + H 2 O → C 6 H 5 COOH + HCl. Benzoyl chloride is a typical acyl chloride. It reacts with alcohols to give the corresponding esters. Similarly, it reacts with amines to give the amide. [5] [6]
Ethyl benzoate, C 9 H 10 O 2, is an ester formed by the condensation of benzoic acid and ethanol. It is a colorless liquid that is almost insoluble in water, but miscible with most organic solvents. As with many volatile esters, ethyl benzoate has a pleasant odor described as sweet, wintergreen, fruity, medicinal, cherry and grape. [1]
Ammonium benzoate, a white powder-like substance, is the ammonium salt of benzoic acid. [1] This compound is prepared by the reaction of benzoic acid and ammonia.
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Methyl benzoate is formed by the condensation of methanol and benzoic acid, in presence of a strong acid. [1] [2] Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.