86309-91-3

Basic information

• Product Name: (4-Chloro-2-nitrophenyl)ethylnitrosamine
• Synonyms: (4-Chloro-2-nitrophenyl)ethylnitrosamine
• CAS NO: 86309-91-3
• Molecular Weight: 229.623
• Mol File: 86309-91-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (4-Chloro-2-nitrophenyl)ethylnitrosamine(CAS DataBase Reference)
• NIST Chemistry Reference: (4-Chloro-2-nitrophenyl)ethylnitrosamine(86309-91-3)
• EPA Substance Registry System: (4-Chloro-2-nitrophenyl)ethylnitrosamine(86309-91-3)

Safety Data

• Hazardous Substances Data: 86309-91-3(Hazardous Substances Data)

Upstream product

• 106-47-8 4-chloro-aniline 
• 2873-89-4 4-chloro-N,N-diethylaniline 
• 74-96-4 ethyl bromide 
• 89-63-4 4-Chloro-2-nitroaniline 
• 86309-90-2 N-(4-Chloro-2-nitrophenyl)diethylamine 

Downstream Products

• 28491-95-4 N-ethyl-4-chloro-2-nitro-aniline 

Relevant articles and documents

Stereoelectronic Effects in Tertiary Amine Nitrosation: Nitrosative Cleavage vs. Aryl Ring Nitration

The nitrosation (acetic acid) of N-(4-chlorophenyl)pyrrolidine gives at least 30percent N-(4-chloro-2-nitrophenyl)pyrrolidine while the corresponding aryldibenzylamine gives no nitration and only nitrosative dealkylation at nitrogen.This difference in reaction site has been probed with N-(4-chlorophenyl)diethylamine.This substance undergoes competitive ring nitration to N-(4-chloro-2-nitrophenyl)diethylamine (50percent) and nitrosative dealkylation to (4-chlorophenyl)ethylnitrosamine (50percent).The former compound nitrosates further to give (4-chloro-2-nitrophenyl)ethylnitrosamine.This substance denitrosates to give the corresponding secondary amine.The reactivity differences result from stereoelectronic factors controlling the amine nitrogen unshared pair delocalization into the aryl ring.This interpretation is supported by 13C NMR data and mechanistic arguments.