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Toluene may also be brominated by treating it with HBr and H 2 O 2 in the presence of light. [31] C 6 H 5 CH 3 + Br 2 → C 6 H 5 CH 2 Br + HBr. Benzoic acid and benzaldehyde are produced commercially by partial oxidation of toluene with oxygen. Typical catalysts include cobalt or manganese naphthenates. [32]
Benzyl alcohol is produced industrially from toluene via benzyl chloride, which is hydrolyzed: . C 6 H 5 CH 2 Cl + H 2 O → C 6 H 5 CH 2 OH + HCl. Another route entails hydrogenation of benzaldehyde, a by-product of the oxidation of toluene to benzoic acid.
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 ...
This page contains tables of azeotrope data for various binary and ternary mixtures of solvents. The data include the composition of a mixture by weight (in binary azeotropes, when only one fraction is given, it is the fraction of the second component), the boiling point (b.p.) of a component, the boiling point of a mixture, and the specific gravity of the mixture.
This reagent operates through single electron oxidation by the silver cations. Another method is the oxoammonium-catalyzed oxidation . Additionally, sodium hypochlorite (or household bleach) in acetone has been reported for efficient conversion of secondary alcohols in the presence of primary alcohols (Stevens oxidation).
The Grignard reaction between phenylmagnesium bromide (1) and carbon dioxide in the form of dry ice gives the conjugate base of benzoic acid (2). The desired product, benzoic acid (3), is obtained by the following work-up: [2] Synthesis of benzoic acid with work-up step in red. The reaction mixture containing the Grignard reagent is allowed to ...
The simplest member, toluene (or methylbenzene), has the hydrogen atom of the benzene ring replaced by a methyl group. The chemical formula of alkylbenzenes is C n H 2n-6. [2] Safety hazards of toluene. Oftentimes, toluene is used as an organic solvent.
Benzyl alcohol is subsequently metabolized to benzoic acid. The conjugates of benzoic acid ( hippuric acid and the glucuronide of benzoic acid) are rapidly eliminated in urine. [ 1 ] When given in large doses to laboratory animals, benzyl benzoate can cause hyperexcitation, loss of coordination, ataxia , convulsions , and respiratory paralysis .