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Citation: ZHANG Xiuqin, CHAO Xuqiang, CHEN Qiang, SUN Xiaoqiang. Synthesis of Diisopropyl Azodicarboxylate[J]. Chinese Journal of Applied Chemistry, ;2015, 32(3): 261-266. doi: 10.11944/j.issn.1000-0518.2015.03.140108 shu

Synthesis of Diisopropyl Azodicarboxylate

1.
a Nanjing University High Technology Institute, Changzhou, Jiangsu 213164, China;
2.
b School of Petrochemical Engineering, Changzhou University, Changzhou, Jiangsu 213164, China

Corresponding author: ZHANG Xiuqin,
Received Date: 31 March 2014
Available Online: 10 October 2014

Isopropyl chloroformate and hydrazine were used as starting materials to prepare diisopropyl hydrazine-1,2-dicarboxylate,and then diisopropyl azodicarboxylate(DIAD) was prepared by oxidization with hydrogen peroxide. Factors influencing the reaction were investigated. Diisopropyl hydrazine-1,2-dicarboxylate was prepared by the reaction of hydrazine and chloroformate below 0℃ for 2 h in ether; under optimal reaction condition of n(diisopropyl hydrazine-1,2-dicarboxylate):n(hydrogen peroxide) with 1:1.1 at -5~5℃ for 2 h,the total yield of DIAD reached 90.7%. The structures of intermediate and product were characterized by IR and ¹H NMR.
- diisopropyl azodicarboxylate(DIAD),
- isopropyl chloroformate,
- hydrazine,
- diisopropyl hydrazinedicarboxylate
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