943-41-9

Basic information

• Product Name: N-nitroso-N-methyl-4-nitroaniline
• Synonyms: N-nitroso-N-methyl-4-nitroaniline
• CAS NO: 943-41-9
• Molecular Formula: C₇H₇N₃O₃
• Molecular Weight: 0
• Mol File: 943-41-9.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 380.5°Cat760mmHg
• Flash Point: 183.9°C
• Appearance: /
• Density: 1.35g/cm³
• Vapor Pressure: 5.41E-06mmHg at 25°C
• Refractive Index: 1.595
• CAS DataBase Reference: N-nitroso-N-methyl-4-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-nitroso-N-methyl-4-nitroaniline(943-41-9)
• EPA Substance Registry System: N-nitroso-N-methyl-4-nitroaniline(943-41-9)

Safety Data

• Hazardous Substances Data: 943-41-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H7N3O3/c1-9(8-11)6-2-4-7(5-3-6)10(12)13/h2-5H,1H3

Upstream product

• 110-86-1 pyridine 
• 64-17-5 ethanol 
• 509-14-8 tetranitromethane 
• 121-69-7 N,N-dimethyl-aniline 
• 99-80-9 N,4-Dinitroso-N-methylbenzeneamine 
• 614-00-6 N-methyl-N-nitrosoaniline 
• 121-95-9 N-methyl-4-nitroacetanilide 
• 4559-87-9 1-methyl-1-phenylurea 
• 42344-05-8 4-nitroso-N,N-dimethylaniline hydrochloride 
• 64-19-7 acetic acid 
• 100-23-2 N,N-Dimethyl-4-nitroaniline 
• 100-15-2 N-methyl(p-nitroaniline) 
• 100-61-8 N-methylaniline 
• 67-56-1 methanol 

Downstream Products

• 100-15-2 N-methyl(p-nitroaniline) 
• 2044-88-4 N-methyl-2,4-dinitroaniline 
• 92-93-3 1-phenyl-4-nitrobenzene 
• 16698-03-6 N-nitro-N-methyl-4-nitroaniline 
• 624-91-9 methyl nitrite 
• 186581-53-3 diazomethane 
• 100-02-7 4-nitro-phenol 
• 19092-03-6 N-methyl-2,4-dinitro-N-nitroaniline 
• 58538-01-5 N-methyl-N-nitroso-2,4-dinitroaniline 
• 1416897-54-5 (E)-methyl 3-(2-(methyl(nitroso)amino)-5-nitrophenyl)acrylate 

Relevant articles and documents

Regioselective Nitration of N-Alkyl Anilines using tert-Butyl Nitrite under Mild Condition

Regioselective ring nitration of N-alkyl anilines is reported using tert-butyl nitrite. The reactions proceed efficiently with a wide range of substrates providing synthetically useful N-nitroso N-alkyl nitroanilines in excellent yields which can be easily converted into N-alkyl phenylenediamines and N-alkyl nitroanilines using Zn-AcOH and HCl/MeOH, respectively.

Cp?Rh(iii) catalyzed: Ortho -halogenation of N -nitrosoanilines by solvent-controlled regioselective C-H functionalization

We present a novel, efficient, and regioselective method for the rhodium-catalyzed direct C-H ortho-halogenation of anilines that involves a removable N-nitroso directing group. This method featured mild reaction conditions, wide substrate scope, good functional group tolerance and satisfactory yields. To maintain the high ortho-regioselectivity and conversion, increasing the steric hindrance of the solvent was critical. Preliminary mechanistic studies suggest that C-H activation may be involved in the rate-determining step.

Highly selective sp3 C-N bond activation of tertiary anilines modulated by steric and thermodynamic factors

A highly selective sp3 C-N cleavage of tertiary anilines was achieved using the TBN/TEMPO catalyst system. When N,N-diaklylanilines (alkyl, benzyl) were employed, the N-CH3 bond was selectively cleaved via radical C-H activation. Moreover, when the allyl group was installed, totally reverse selectivity was observed. It is worth noting that the solvent effect is also crucial to obtain high reaction efficiency and selectivity.