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Citation: YUE Cai-Bo, WEI Yun-Yang, QIU Shui-Fa, SUN Xiang-Lan. Synthesis of 3-Methyl-4-nitrobenzoic Acid via Catalytic Oxidation with Molecular Oxygen[J]. Chinese Journal of Applied Chemistry, ;2005, 22(12): 1338-1341. shu

Synthesis of 3-Methyl-4-nitrobenzoic Acid via Catalytic Oxidation with Molecular Oxygen

1.
Institute of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094

Corresponding author: WEI Yun-Yang,
Received Date: 16 August 2005
Available Online: 16 December 2005

3-Methyl-4-nitrobenzoic acid was synthesized via oxidation of 2,4-dimethylnitrobenzene with mole-cular oxygen catalyzed by cobalt acetate in acetic acid in the presence of an initiator.It was found that the yield of 3-methyl-4-nitrobenzoic acid increased remarkably with the addition of sodium bromide as a co-catalyst.The reaction was carried out at 130℃ for 8 h at 0.8 MPa of oxygen in the presence of 0.017 mol of cobalt acetate,0.017 mol of sodium bromide,and 0.30 mol of 2-butanone with 1.00 mole of 2,4-dimethylnitrobenzene.Under these conditions 99% of the reactant converted with a selectivity of 52% to 3-methyl-4-nitrobenzoic acid,and the yield of 3-methyl-4-nitrobenzoic acid was 51%.The reaction mechanism and the function of sodium bromide were discussed.According to the fact that the reaction could not proceed without the presence of an initiator,it was proposed that the reaction took place via a free radical mechanism,and sodium bromide reacted with Co(Ⅲ) to generate bromine radicals,which promoted the formation of benzyl radicals.
- liquid phase oxidation,
- dimethylnitrobenzene,
- methylnitrobenzoic acid,
- synthesis
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