50617-73-7

Basic information

• Product Name: N-Methyl-m-phenylenediamine
• Synonyms: N-Methyl-1,3-benzenediamine;N-Methyl-m-phenylenediamine;1-N-Methylbenzene-1,3-diaMine;N1-Methylbenzene-1,3-diaMine
• CAS NO: 50617-73-7
• Molecular Formula: C₇H₁₀N₂
• Molecular Weight: 122.17
• Mol File: 50617-73-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 279.2 °C at 760 mmHg
• Flash Point: 142.1 °C
• Appearance: /
• Density: 1.098
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: N-Methyl-m-phenylenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methyl-m-phenylenediamine(50617-73-7)
• EPA Substance Registry System: N-Methyl-m-phenylenediamine(50617-73-7)

Safety Data

• Hazardous Substances Data: 50617-73-7(Hazardous Substances Data)

Usage

General Description

N-Methyl-m-phenylenediamine, also known as NMM, is an organic compound with the formula C7H10N2. Its chemical structure consists of a phenyl ring with two adjacent amino groups (NH2) and a methyl group (CH3) attached. This colorless liquid is primarily used in the manufacture of dyes, particularly azo dyes, which are products of its diazonium derivative. Because of its reactivity and potential for creating carcinogenic nitrosamines, it is important to handle this compound using appropriate safety protocols. It's usually stored and transported under controlled, cool, dry, and well-ventilated conditions due to its flammability and reactivity with oxidizing agents.

Upstream product

• 619-26-1 N-methyl-3-nitroaniline 
• 7006-52-2 3-chloro-N-methylaniline 
• 99-09-2 3-nitro-aniline 
• 108-45-2 m-phenylenediamine 
• 616-38-6 carbonic acid dimethyl ester 

Downstream Products

• 95-80-7 4-methylbenzene-1,3-diamine 
• 1018830-32-4 C₁₈H₁₆N₄S₂ 
• 86518-02-7 tert-butyldimethyl-<3-(N-methylamino)anilino>silane 
• 14814-75-6 N,N'-dimethyl-1,3-phenylenediamine 

Relevant articles and documents

Nickel-catalyzed monoarylation of ammonia

Structurally diverse (hetero)aryl chloride, bromide, and tosylate electrophiles were employed in the Ni-catalyzed monoarylation of ammonia, including chemoselective transformations. The employed JosiPhos/[Ni(cod)2] catalyst system enables the use of commercially available stock solutions of ammonia, or the use of ammonia gas in these reactions, thereby demonstrating the versatility and potential scalability of the reported protocol. Proof-of-principle experiments established that air-stable [(JosiPhos)NiCl2] precatalysts can be employed successfully in such transformations. Lighten Up: The substrate scope of the title reaction includes (hetero)aryl chloride, bromide, and tosylate electrophiles. The versatility and potential scalability of the reported method is demonstrated by the use of either commercially available stock solutions of ammonia or ammonia gas.

NOVEL CATALYSTS

The present invention provides novel compounds and ligands that are useful in transition metal catalyzed cross-coupling reactions. For example, the compounds and ligands of the present invention are useful in palladium or gold catalyzed cross-coupling reactions.

Highly selective zeolite-catalysed mono-N-alkylation of arylenediamines by dialkyl carbonates

Arylenediamines are mono-N-alkylated by dialkyl carbonates in the presence of NaY zeolite catalyst in a regioselective and nontoxic process.