N-羟基邻苯二甲酰亚胺和二氧化锰高效催化对硝基甲苯氧化.pdf

第22卷第3期
化学研究
中国科技核心期刊
2011年5月
CHEMICAL RESEARCH
hxyj②hcnu.edu,cn
Efficient oxidation of p-nitrotoluene catalyzed by manganese
dioxide and N-hydroxylphthalimide
ZHANG Xin-hui, JIANG Jun, YAN Bo, LU Shuai, DONG Ben, ZHU Wei-min
XUE Hua-zhen, YANG Guan-yu
Department of Chemistry, Zhengzhou University, Zhenghou 450052, Henan, China)
Abstract: p-nitrobenzoic acid was prepared by using manganese dioxide(Mno2 and N
hydroxyphthalimide (NHP1)as catalysts to efficiently catalyze the oxidation of p-nitrotoluene
The conditions of the oxidation reaction were optimized. It was found that in the presence of
10%(molar ratio) NHPI and 10%(molar ratio) Mno as the catalysts, nitrotoluene was
converted at a rate of 97% and p-nitrobenzoic acid was harvested at an isolated yield of 89% af
ter 4 h of catalyzed oxidation at 110 C under an oxygen pressure of 0.4 Mpa
Keywords: p-nitrotoluene; N-hydroxyphthalimide; manganese dioxide; -nitrobenzoic acid
catalyzed oxidation
CLC number: TQ 245. 2
Document code: A
Article ID:1008-1011(2011)03-0035-05
N-羟基邻苯二甲酰亚胺和二氧化锰高效催化对硝基甲苯氧化
张新慧,蒋君,颜博,鲁帅,董犇,朱卫民,薛华珍,杨贯羽
(郑州大学化学系,河南郑州450052)
摘要:采用N-羟基邻苯二甲酰亚胺(NHPI)和二氧化锰(Mn())作为催化剂催化对硝基甲苯的氧化反应以制
备对硝基苯甲酸;对反应条件进行了优化.结果表明,采用10%(与原料的摩尔比)NHPI和10%(与原料的摩
尔比)MnO)2作为催化剂,在110C、氧气压力0.4MPa下反应4b,对硝基甲苯的转化率为97%,对硝其苯甲酸
的分离产率为89%
关镶词:对硝基甲苯;N羟基邻苯二甲酰亚胺;二氧化锰;对硝基萃甲酸;催化氧化
p-nitrobenzoic acid has been extensively used as an intermediate in the manufacture of medicine, dye
and drugs, etc. Currently its industrial production is based on the oxidation of p-nitrotoluene, which re
quires stoichiometric oxidants such as nitric acid], potassium permanganate. and sodium dichromate i
that always generate a great quantity of waste. Therefore, it is imperative to develop green synthetic
routes, especially aerobic catalytic oxidation route to preparing -nitrobenzoic acid. It has been found that
in the presence of cobalt salt, manganese salt and bromide anion as the combinatory catalyst, nitrobenzo-
ic acid can be obtained in acetic acid solvent in a yield of 86% with the assistance of molecular oxygen as an
oxidant However, the use of corrosive bromide ion and higher reaction temperature (around 175 C)
cause corrosion of equipments and byproducts formation. She et al"reported that metal phthalocyanines
Recelved date. 2010-12-21
Foundation item. National Natural Science Foundation of China (21073166)
Biography: ZHANG Xin-hui(1980-), female, graduate student, The research interest is organic synthesis. Corresponding author, E
mail yangguanyu(a zzu. edu. cn