84174-22-1

Basic information

• Product Name: 1-(4-chlorophenyl)-N-methyl-N-nitrosomethanamine
• Synonyms: 1-(4-Chlorophenyl)-N-methyl-N-nitrosomethanamine; benzenemethanamine, 4-chloro-N-methyl-N-nitroso-
• CAS NO: 84174-22-1
• Molecular Formula: C₈H₉ClN₂O
• Molecular Weight: 184.6229
• Mol File: 84174-22-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 331°C at 760 mmHg
• Flash Point: 154°C
• Density: 1.19g/cm³
• Vapor Pressure: 0.000308mmHg at 25°C
• Refractive Index: 1.551
• CAS DataBase Reference: 1-(4-chlorophenyl)-N-methyl-N-nitrosomethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-chlorophenyl)-N-methyl-N-nitrosomethanamine(84174-22-1)
• EPA Substance Registry System: 1-(4-chlorophenyl)-N-methyl-N-nitrosomethanamine(84174-22-1)

Safety Data

• Hazardous Substances Data: 84174-22-1(Hazardous Substances Data)

Upstream product

• 104-11-0 N-methyl-4-chlorobenzylamine 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 622-95-7 4-chlorobenzyl bromide 

Downstream Products

• 33384-68-8 1-(p-Chlorbenzyl)-1-methylhydrazin 

Relevant articles and documents

The Use of Potassium/Sodium Nitrite as a Nitrosating Agent in the Electrooxidative N-Nitrosation of Secondary Amines

We report herein on the electrochemical N-nitrosation of secondary amines using widely available sodium/potassium nitrite as a nitrosating agent. This approach not only eliminates the need for using a combination of sodium/potassium and a strong acid but also has good functional group tolerance. The reaction is compatible with the late-stage modification of pharmaceutical compounds and could be conducted in gram scale with a high reaction efficiency. Preliminary mechanistic studies indicate that the N-nitrosation occurs via the anodic oxidation of KNO2 into an NO2 radical which is then transformed into an NO+ cation.

Mutagenicity and Chemistry of N-Nitroso-N-(p-substituted-benzyl)methylamines

The relative mutagenicities of N-nitroso-N-(p-substituted-benzyl)methylamines in Salmonella typhimurium TA 1535 were tested in order to determine whether biological activity is affected by the electron density at a nitrosamine α carbon.The order of potency was as follows: X = Cl > CN > Br > NO2 > H > CH3O > CH3 > F >> COOH.No direct correlation was apparent, nor was there obvious correlation between biological activity and the extent of base-catalysed hydrogen-deuterium exchange at the α-carbons.