4461-96-5

Basic information

• Product Name: N-(2-chlorophenyl)-N-methylnitrosamine
• Synonyms: N-(2-chlorophenyl)-N-methylnitrosamine
• CAS NO: 4461-96-5
• Molecular Weight: 170.598
• Mol File: 4461-96-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: N-(2-chlorophenyl)-N-methylnitrosamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-chlorophenyl)-N-methylnitrosamine(4461-96-5)
• EPA Substance Registry System: N-(2-chlorophenyl)-N-methylnitrosamine(4461-96-5)

Safety Data

• Hazardous Substances Data: 4461-96-5(Hazardous Substances Data)

Upstream product

• 932-32-1 N-methyl-2-chloroaniline 
• 110-46-3 isopentyl nitrite 
• 509-14-8 tetranitromethane 
• 698-01-1 1-chloro-2-(dimethylamino)benzene 
• 110-86-1 pyridine 
• 64-17-5 ethanol 

Downstream Products

• 1416897-49-8 (E)-methyl 3-(3-chloro-2-(methyl(nitroso)amino)phenyl)acrylate 
• 1416897-76-1 (E)-methyl 3-(3-chloro-2-(methylamino)phenyl)acrylate 

Relevant articles and documents

Rhodium(iii)-catalyzed indole synthesis at room temperature using the transient oxidizing directing group strategy

Rh-catalyzed reactions of N-alkyl anilines with internal alkynes at room temperature have been developed using an in situ generated N-nitroso group as a transient oxidizing directing group. Due to mild reaction conditions, this method enabled synthesis of a broad range of N-alkyl indoles, including even two indole-based medicinal compounds. Our work disclosed the feasibility of the transient oxidizing directing group strategy in C-H functionalization reactions, which possesses the potential to enhance overall step-economy and impart new reactivity patterns to substrates.

Rhodium(III)-catalyzed N-nitroso-directed C-H addition to ethyl 2-oxoacetate for cycloaddition/fragmentation synthesis of indazoles

RhIII-catalyzed N-nitroso-directed C-H addition to ethyl 2-oxoacetate allows subsequent construction of indazoles, a privileged heterocycle scaffold in synthetic chemistry, through the exploitation of reactivity between the directing group and installed group. The formal [2+2] cycloaddition/fragmentation reaction pathway identified herein, a unique reactivity pattern hitherto elusive for the N-nitroso group, emphasizes the importance of forward reactivity analysis in the development of useful C-H functionalization-based synthetic tools. The synthetic utility of the protocol is demonstrated with the synthesis of a tri-cyclic-fused ring system. The diversity of covalent linkages available for the nitroso group should enable the extension of the genre of reactivity reported herein to the synthesis of other types of heterocycles.