Synthesis of Diisopropyl Azodicarboxylate

doi:10.11944/j.issn.1000-0518.2015.03.140108

Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (3): 261-266.DOI: 10.11944/j.issn.1000-0518.2015.03.140108

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Synthesis of Diisopropyl Azodicarboxylate

ZHANG Xiuqin^{a, *}, CHAO Xuqiang^{a, b}, CHEN Qiang^{a, b}, SUN Xiaoqiang^b

^aNanjing University High Technology Institute,Changzhou,Jiangsu 213164,China
^bSchool of Petrochemical Engineering,Changzhou University,Changzhou,Jiangsu 213164,China

Received:2014-03-31 Accepted:2014-10-10 Published:2015-03-02 Online:2015-03-02
Contact: Xiuqin ZHANG
Supported by:

Abstract

Abstract:

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.

Key words: diisopropyl azodicarboxylate(DIAD), isopropyl chloroformate, hydrazine, diisopropyl hydrazine-dicarboxylate

CLC Number:

ZHANG Xiuqin, CHAO Xuqiang, CHEN Qiang, SUN Xiaoqiang. Synthesis of Diisopropyl Azodicarboxylate[J]. Chinese Journal of Applied Chemistry, 2015, 32(3): 261-266.

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Synthesis of Diisopropyl Azodicarboxylate

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