52997-62-3

Basic information

• Product Name: N-methyl-2-nitro-N-phenylaniline
• Synonyms: Benzenamine, N-methyl-2-nitro-N-phenyl-
• CAS NO: 52997-62-3
• Molecular Formula: C₁₃H₁₂N₂O₂
• Molecular Weight: 228.2466
• Mol File: 52997-62-3.mol
• Article Data: 9

Chemical Properties

• Melting Point: 90 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 363.298°C at 760 mmHg
• Flash Point: 173.517°C
• Density: 1.228g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.639
• PKA: -1.44±0.38(Predicted)
• CAS DataBase Reference: N-methyl-2-nitro-N-phenylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-2-nitro-N-phenylaniline(52997-62-3)
• EPA Substance Registry System: N-methyl-2-nitro-N-phenylaniline(52997-62-3)

Safety Data

• Hazardous Substances Data: 52997-62-3(Hazardous Substances Data)

Upstream product

• 88-73-3 2-Chloronitrobenzene 
• 100-61-8 N-methylaniline 
• 119-75-5 2-nitro-N-phenylaniline 
• 77-78-1 dimethyl sulfate 
• 552-82-9 benzhydrylidene(methyl)amine 
• 74-88-4 methyl iodide 
• 108-86-1 bromobenzene 
• 88-74-4 2-nitro-aniline 
• 577-19-5 2-nitrophenyl bromide 

Downstream Products

• 50374-92-0 N¹-methyl-N¹-phenylbenzene-1,2-diamine 
• 854869-96-8 (4-bromo-phenyl)-methyl-(2-nitro-phenyl)-amine 
• 1484-12-4 N-methylcarbazole 
• 93987-98-5 acetic acid-[2-(N-methyl-anilino)-anilide] 
• 1429049-04-6 N¹-methyl-N²-(2-nitrophenyl)-N¹-phenylbenzene-1,2-diamine 
• 1429049-06-8 N¹,N²-dimethyl-N¹-(2-nitrophenyl)-N²-phenylbenzene-1,2-diamine  
• 1429049-09-1 N¹-butyl-N²-methyl-N¹-(2-nitrophenyl)-N²-phenylbenzene-1,2-diamine 
• 1429049-17-1 N¹-methyl-N²-(2-(methylamino)phenyl)-N¹-phenylbenzene-1,2-diamine  
• 1429049-18-2 N¹-(2-(butylamino)phenyl)-N²-methyl-N²-phenylbenzene-1,2-diamine  
• 1429049-11-5 N¹-(2-aminophenyl)-N¹,N²-dimethyl-N²-phenylbenzene-1,2-diamine 
• 1429049-14-8 N¹-(2-aminophenyl)-N¹-butyl-N²-methyl-N²-phenylbenzene-1,2-diamine 

Relevant articles and documents

Pyrazolyl bistriazolyl phosphine compound and application of pyrazolyl bistriazolyl phosphine compound

The invention discloses a pyrazolyl bistriazolyl phosphine compound and application thereof. The invention discloses a compound shown as a formula I. In the formula I, R1 is hydrogen, C1-C6 alkyl or phenyl; R2 and R3 are phenyl; R4 and R5 are independently a C1-C6 alkyl group, a C3-C8 cycloalkyl group, or a phenyl group. The pyrazolyl bistriazolyl phosphine compound disclosed by the invention is stable in property, excellent in catalytic effect and high in selectivity, and can be applied to catalytic coupling of amine, boric acid compounds and halides.

Apparent alkyl transfer and phenazine formation via an aryne intermediate

Treatment of chlorotriaryl derivatives 3a and 3d or fluorotriaryl derivatives 3b and 3e with potassium diisopropylamide afforded alkyl-shifted phenazine derivatives 5a/5b, rather than the expected 9-membered triazaorthocyclophane 2a. The phenazine derivatives were isolated in 78-98% yield depending on the halogen and alkyl group present. In the absence of the halogen (chloro or fluoro), the apparent alkyl shift proceeds more slowly and cannot proceed via the intermediacy of the aryne intermediate. Mechanistic possibilities include intramolecular nucleophilic attack on an aryne intermediate leading to a zwitterionic intermediate and alkyl transfer via a 5-endo-tet process, or via a Smiles rearrangement.

Synthesis and conformational properties of 2,6-bis-anilino-3-nitropyridines

The synthesis of 2,6-bis-anilino-3-nitropyridines that are alkylated or acylated at the anilino nitrogen atoms is described. These derivatives show characteristic differences in the 1H-NMR spectra compared with the unsubstituted parent compound