937-24-6

Basic information

• Product Name: N,4-dimethyl-N-nitrosoaniline
• Synonyms: 1-Methyl-1-(4-methylphenyl)-2-oxohydrazine; N-Methyl-N-nitroso-P-toluidine; P-Toluidine, N-methyl-N-nitroso-
• CAS NO: 937-24-6
• Molecular Formula: C₈H₁₀N₂O
• Molecular Weight: 150.1778
• Mol File: 937-24-6.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 288.6°C at 760 mmHg
• Flash Point: 128.3°C
• Density: 1.04g/cm³
• Vapor Pressure: 0.00232mmHg at 25°C
• Refractive Index: 1.529
• CAS DataBase Reference: N,4-dimethyl-N-nitrosoaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N,4-dimethyl-N-nitrosoaniline(937-24-6)
• EPA Substance Registry System: N,4-dimethyl-N-nitrosoaniline(937-24-6)

Safety Data

• Hazardous Substances Data: 937-24-6(Hazardous Substances Data)

Upstream product

• 509-14-8 tetranitromethane 
• 99-97-8 Dimethyl-p-toluidine 
• 623-08-5 N-methyl-p-toluidine 
• 177540-37-3 N,N-Dimethyl-2-(methyl-p-tolyl-hydrazono)-butyramide 
• 177540-33-9 2-(Methyl-p-tolyl-hydrazono)-propionic acid tert-butyl ester 
• 177540-35-1 (Methyl-p-tolyl-hydrazono)-phenyl-acetic acid tert-butyl ester 
• 7647-01-0 hydrogenchloride 
• 106-49-0 p-toluidine 
• 110-46-3 isopentyl nitrite 
• 3481-07-0 N-allyl-N-methyl-4-methylaniline 
• 35113-87-2 N-ethyl-N-methyl-4-methylaniline 
• 177540-40-8 (E)-tert-butyl phenyl(p-tolylhydrazono)acetate 
• 177540-39-5 2-(p-Tolyl-hydrazono)-butyric acid tert-butyl ester 
• 177540-32-8 2-(p-Tolyl-hydrazono)-propionic acid tert-butyl ester 

Downstream Products

• 4600-08-2 4,N-dimethyl-2-nitroaniline 
• 24006-21-1 N-methyl-N-(4-tolyl)hydrazine 
• 36362-82-0 1,5-dimethyl-2,3-diphenyl-1H-indole 
• 1416897-50-1 (E)-methyl 3-(5-methyl-2-(methyl(nitroso)amino)phenyl)acrylate 

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.

Three-Component Couplings among Heteroarenes, Difluorocyclopropenes, and Water via C-H Activation

Three-component couplings have been realized for efficiently constructing various nitrogen-containing skeletons via C-H activation, where difluorocyclopropenes have been first identified as coupling partners. Many substrates including sp2 and sp3 C-H substrates were well tolerated, furnishing the corresponding products in good yields. Furthermore, a catalyst-dependent reaction was also developed, enabling divergent construction of two different frameworks. The application value of these reactions was demonstrated in gram-scale experiments with as little as 1 mol % catalyst.

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