64349-96-8

Basic information

• Product Name: Diazenecarboxylic acid, (4-chlorophenyl)-, ethyl ester
• CAS NO: 64349-96-8
• Molecular Formula: C9H9ClN2O2
• Molecular Weight: 212.636
• Mol File: 64349-96-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Diazenecarboxylic acid, (4-chlorophenyl)-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Diazenecarboxylic acid, (4-chlorophenyl)-, ethyl ester(64349-96-8)
• EPA Substance Registry System: Diazenecarboxylic acid, (4-chlorophenyl)-, ethyl ester(64349-96-8)

Safety Data

• Hazardous Substances Data: 64349-96-8(Hazardous Substances Data)

Upstream product

• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 13124-13-5 ethyl 2-(4-chlorophenyl)hydrazinecarboxylate 
• 1073-69-4 N-4-chlorophenylhydrazine 

Downstream Products

• 64349-93-5 2-(4-chloro-phenyl)-2-oxy-diazenecarboxylic acid ethyl ester 
• 614-26-6 4,4'-bis(chloro)azoxybenzene 
• 74-11-3 para-chlorobenzoic acid 
• 1224434-03-0 2-(4-chlorophenyl)-N-(prop-2-ynyl)diazenecarboxamide 
• 13124-13-5 ethyl 2-(4-chlorophenyl)hydrazinecarboxylate 

Relevant articles and documents

Aerobic Oxidation of Alkyl 2-Phenylhydrazinecarboxylates Catalyzed by CuCl and DMAP

Recently, various fruitful organic reactions such as a catalytic Mitsunobu reaction were reported by virtue of alkyl 2-phenylazocarboxylates, however, the synthesis of alkyl 2-phenylazocarboxylates largely depended on the stoichiometric use of toxic oxidants. In this manuscript, an environment-friendly aerobic oxidative transformation of alkyl 2-phenylhydrazinecarboxylates to alkyl 2-phenylazocarboxylates is disclosed. The use of CuCl and DMAP system efficiently catalyzed the aerobic oxidation of alkyl 2-phenylhydrazinecarboxylates under mild conditions. The reaction rate of the present Cu-catalysis was much faster than that of the previously reported Fe-catalysis, and a variety of azo products were synthesized within 3 h. The present protocol was effective on larger scale. It was observed that the produced azo compound could undergo various reactions without isolation through one-pot sequential protocols.

Catalytic Aerobic Oxidation of Arylhydrazides with Iron Phthalocyanine

A convenient method for the synthesis of 2-arylazocarboxylates from 2-arylhydrazinecarboxylates by aerobic oxidation with iron phthalocyanine is described. The reaction is applicable to oxidative activation of 1-acyl-2-phenylhydrazines. Some preliminary experiments suggest Michaelis-Menten kinetics and participation of radical species in the reaction mechanism.