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 
• 56269-48-8 N-ethyl-N-methyl-4-nitrobenzeneamine 
• 100-61-8 N-methylaniline 
• 100-01-6 4-nitro-aniline 
• 100-15-2 N-methyl(p-nitroaniline) 
• 110-46-3 isopentyl nitrite 
• 613-97-8 N-methyl-N-ethylaniline 
• 614-00-6 N-methyl-N-nitrosoaniline 
• 7697-37-2 nitric acid 
• 99-80-9 N,4-Dinitroso-N-methylbenzeneamine 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 92-93-3 1-phenyl-4-nitrobenzene 
• 2044-88-4 N-methyl-2,4-dinitroaniline 
• 16698-03-6 N-nitro-N-methyl-4-nitroaniline 
• 624-91-9 methyl nitrite 
• 100-15-2 N-methyl(p-nitroaniline) 
• 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

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.

Regioselective nitration of anilines with Fe(NO3)3·9H2O as a promoter and a nitro source

An efficient Fe(NO3)3·9H2O promoted ortho-nitration reaction of aniline derivatives has been developed. This reaction may go through a nitrogen dioxide radical (NO2) intermediate, which is generated by the thermal decomposition of iron(iii) nitrate. The practicality of the present method using nontoxic and inexpensive iron reagents has been shown by the broad substrate scope and applications.

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.