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It can be prepared by nitration of benzoic acid. It also can be prepared by treating benzaldehyde under nitration conditions, a process that initially converts the aldehyde to the acid. 4-Nitrobenzoic acid is a precursor to 4-aminobenzoic acid, which is in turn used to prepare the anesthetic procaine. 4-Nitrobenzoic acid is prepared by ...
4-Nitrobenzoic acid is an organic compound with the formula C 6 H 4 (NO 2)CO 2 H. It is a pale yellow solid. It is a precursor to 4-nitrobenzoyl chloride, the precursor to the anesthetic procaine and folic acid. It is also a precursor to 4-aminobenzoic acid. [6]
The starting point for the collection of the substituent constants is a chemical equilibrium for which the substituent constant is arbitrarily set to 0 and the reaction constant is set to 1: the deprotonation of benzoic acid or benzene carboxylic acid (R and R' both H) in water at 25 °C. Scheme 1. Dissociation of benzoic acids
Also in nitration of the nitration of 3-bromobenzoic acid 5-bromo-2-nitrobenzoic acid (83%yield) was obtained as major product and 3-bromo-2-nitrobenzoic acid (13% yield) as minor. On an interesting note the potential isomer 3-bromo-4-nitrobenzoic acid was not detected.
This reagent can be used, e.g. in the reaction with carbon dioxide to prepare benzoic acid. [4] Other methods involve palladium-catalyzed coupling reactions , such as the Suzuki reaction . Bromobenzene is used as a precursor in the manufacture of phencyclidine .
Its reactions with formic acids to produce benzimidazole. [6] Other carboxylic acids give 2-substituted benzimidazoles. The herbicides benomyl and fuberidazole are made in this manner. Thiophanate-methyl is another herbicide produced from o-phenylenediamine. [4] Condensation with potassium ethylxanthate gives 2-mercaptobenzimidazole. [7]
The reaction is a type of nucleophilic aromatic substitution. [4] Besides the bromo derivative, chlorine- and iodine-substituted nitroarenes, as well as more highly substituted derivatives, could also be used as substrates of this reaction. However, yields are generally poor to moderate, with reported percentage yields ranging from 1% to 50% ...
It undergoes the reactions typical for nitrobenzene derivatives, e.g. hydrogenation gives p-toluidine. Oxidation of the methyl substituent of 4-nitrotoluene has been extensively investigated. Depending on the conditions, oxidation yields 4-nitrobenzaldehyde diacetate, [6] 4-nitrobenzenoic acid, [7] and 4,4'-dinitrobibenzyl. [8]