937-23-5

Basic information

• Product Name: 4-bromo-N-methyl-N-nitrosoaniline
• CAS NO: 937-23-5
• Molecular Formula: C₇H₇BrN₂O
• Molecular Weight: 215.0473
• Mol File: 937-23-5.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 326.1°C at 760 mmHg
• Flash Point: 151°C
• Density: 1.52g/cm³
• Vapor Pressure: 0.000221mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: 4-bromo-N-methyl-N-nitrosoaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-N-methyl-N-nitrosoaniline(937-23-5)
• EPA Substance Registry System: 4-bromo-N-methyl-N-nitrosoaniline(937-23-5)

Safety Data

• Hazardous Substances Data: 937-23-5(Hazardous Substances Data)

Upstream product

• 509-14-8 tetranitromethane 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 614-00-6 N-methyl-N-nitrosoaniline 
• 6911-87-1 4-bromo-N-methylaniline 
• 100-61-8 N-methylaniline 
• 544-16-1 n-Butyl nitrite 
• 60-29-7 diethyl ether 
• 64-17-5 ethanol 
• 10035-10-6 hydrogen bromide 
• 7782-77-6 cis-nitrous acid 
• 7647-01-0 hydrogenchloride 
• 106-40-1 4-bromo-aniline 

Downstream Products

• 50438-47-6 N-(4-bromo-phenyl)-N-methylacetamide 
• 6911-87-1 4-bromo-N-methylaniline 
• 74763-71-6 1-(4-bromophenyl)-1-methylhydrazine 
• 114202-80-1 D-arabino-[2]hexosulose-bis-[(4-bromo-phenyl)-methyl-hydrazone] 
• 848749-78-0 5-bromo-1,3-dimethyl-2-phenyl-1H-indole 
• 39573-20-1 (5-bromo-2-(methylamino)phenyl)(phenyl)methanone 
• 106874-91-3 5-bromo-2-(methylamino)benzonitrile 

Relevant articles and documents

One-Pot Tandem ortho-Naphthoquinone-Catalyzed Aerobic Nitrosation of N-Alkylanilines and Rh(III)-Catalyzed C-H Functionalization Sequence to Indole and Aniline Derivatives

The nitroso group served as a traceless directing group for the C-H functionalization of N-alkylanilines, ultimately removed after functioning either as an internal oxidant or under subsequent reducing conditions. The unique ability of o-NQ catalysts to aerobically oxidize the N-alkylanilines without using solvents and stoichiometric amounts of oxidants has rendered the new opportunity to develop the telescoped catalyst systems without a need for directly handling the hazardous N-nitroso compounds.

Rh(iii)-catalyzed, hydrazine-directed C-H functionalization with 1-alkynylcyclobutanols: A new strategy for 1: H -indazoles

Rh(iii)-catalyzed coupling of phenylhydrazines with 1-alkynylcyclobutanols was realized through a hydrazine-directed C-H functionalization pathway. This [4+1] annulation, based on the cleavage of a Csp-Csp triple bond in alkynylcyclobutanol, provides a new pathway to prepare diverse 1H-indazoles under mild reaction conditions. This journal is

Rhodium-catalyzed oxidative C-H/C-H cross-coupling of aniline with heteroarene: N-nitroso group enabled mild conditions

The development of transition metal-catalyzed oxidative C-H/C-H cross-coupling between two (hetero)arenes to forge aryl-heteroaryl motifs under mild conditions is an appealing yet challenging task. Herein, we disclose a rhodium-catalyzed oxidative C-H/C-H cross-coupling reaction of an N-nitrosoaniline with a heteroarene under mild conditions. The judicious choice of the N-nitroso group as a directing group enables heightened reactivity. The coupled products could be transformed expediently to (2-aminophenyl)heteroaryl skeletons.