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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 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 ...
In organic chemistry, the benzoin addition is an addition reaction involving two aldehydes (−CH=O). The reaction generally occurs between aromatic aldehydes or glyoxals (OCH=CHO), [1] [2] and results in formation of an acyloin (−C(O)CH(OH)−). In the classic example, benzaldehyde is converted to benzoin (PhCH(OH)C(O)Ph). [3]
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. [4] [5]
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]
Hydrazine is used to convert the ester to an acylhydrazine, which is reacted with nitrous acid to give the acyl azide. Heating the azide in ethanol yields the ethyl carbamate via the Curtius rearrangement. Acid hydrolysis yields the amine from the carbamate and the carboxylic acid from the nitrile simultaneously, giving the product amino acid. [20]
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.
An acyl halide (also known as an acid halide) is a chemical compound derived from an oxoacid [1] by replacing a hydroxyl group (−OH) with a halide group (−X, where X is a halogen). [ 2 ] In organic chemistry , the term typically refers to acyl halides of carboxylic acids ( −C(=O)OH ), which contain a −C(=O)X functional group consisting ...