偶氮二甲酸二异丙酯的合成

doi:10.11944/j.issn.1000-0518.2015.03.140108

摘要/Abstract

摘要：

以氯甲酸异丙酯、水合肼为主要原料,制备肼-1,2-二甲酸二异丙酯,然后用双氧水氧化制得偶氮二甲酸二异丙酯(DIAD)。研究确定了最佳的反应条件:在0 ℃以下乙醚溶剂中,水合肼和氯甲酸异丙酯反应2 h,制备肼-1,2-二甲酸二异丙酯;n(肼-1,2-二甲酸二异丙酯)∶n(双氧水)=1:1.1,在-5~5 ℃下反应2 h,双氧水氧化得到偶氮二甲酸二异丙酯,总收率为90.7%,采用红外光谱、核磁共振等技术手段验证了中间体及目标产物结构。

关键词: 偶氮二甲酸二异丙酯, 氯甲酸异丙酯, 水合肼, 肼-二甲酸二异丙酯

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

中图分类号:

张秀芹, 晁旭强, 陈强, 孙小强. 偶氮二甲酸二异丙酯的合成[J]. 应用化学, 2015, 32(3): 261-266.

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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