6832-87-7

Basic information

• Product Name: 2-BROMO-N-METHYLANILINE 95
• Synonyms: 2-BROMO-N-METHYLANILINE 95;2-bromo-N-methylbenzenamine;BenzenaMine, 2-broMo-N-Methyl-;2-BroMo-N-Methylaniline 95%
• CAS NO: 6832-87-7
• Molecular Formula: C₇H₈BrN
• Molecular Weight: 186.05
• Product Categories: Amines;C7;Nitrogen Compounds
• Mol File: 6832-87-7.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 107-109 °C12 mm Hg(lit.)
• Flash Point: 219 °F
• Appearance: Brown/Liquid
• Density: 1.589 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0318mmHg at 25°C
• Refractive Index: n20/D 1.6070(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 3.07±0.10(Predicted)
• CAS DataBase Reference: 2-BROMO-N-METHYLANILINE 95(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-N-METHYLANILINE 95(6832-87-7)
• EPA Substance Registry System: 2-BROMO-N-METHYLANILINE 95(6832-87-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 37/39
• RIDADR: UN 3334
• WGK Germany: 2
• Hazardous Substances Data: 6832-87-7(Hazardous Substances Data)

Usage

Uses

2-Bromo-N-methylaniline can be used to synthesize benzimidazole derivatives, via one pot N-arylation of amides/cyclic amides in the presence of copper iodide nanoparticles. It can also be used in the synthesis of alkyltelluro-substituted aromatic amines, which can show radical trapping ability.

General Description

2-Bromo-N-methylaniline can be synthesized via the reduction of 2-bromoformylanilide.

InChI:InChI=1/C7H8BrN/c1-9-7-5-3-2-4-6(7)8/h2-5,9H,1H3

Upstream product

• 17576-86-2 N-(2-bromophenyl)-N-methylnitrous amide 
• 615-36-1 2-bromoaniline 
• 80-18-2 Methyl benzenesulfonate 
• 100-61-8 N-methylaniline 
• 61783-59-3 3--5,5-dimethylhydantoin 
• 126799-87-9 o-bromobenzyl azide 
• 4001-73-4 2-Bromobenzamide 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 124-41-4 sodium methylate 
• 75-52-5 nitromethane 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 104919-70-2 ethyl (2-bromophenyl)carbamate 

Downstream Products

• 88127-66-6 (2-Bromo-phenyl)-[1,3,2]dioxaphospholan-2-yl-methyl-amine 
• 161742-12-7 2-cyclopropyl-2-(N-methyl-o-bromoanilino)ethanenitrile 
• 199471-96-0 2-(N-methyl-o-bromoanilino)hept-3-enenitrile 
• 199472-00-9 (E)-2-[(2-Bromo-phenyl)-methyl-amino]-4-phenyl-but-3-enenitrile 
• 349081-34-1 N-(2-bromophenyl)-N-methyl-2-(naphthalen-1-yl)propanamide 
• 84759-21-7 C₁₅H₃₁N₅P₂ 
• 87658-31-9 C₁₅H₂₇NP₂ 
• 87658-32-0 o-Bis(dimethylamino)arsino-N-bis(dimethylamino)arsino-N-methylanilin 
• 583-68-6 2-bromo-p-toluidine 
• 65001-42-5 (E)-methyl-(2-propenylphenyl)amine 
• 1042743-84-9 3-[(2-bromo-N-methylanilino)methyl]-2H-chromen-2-one 
• 1055329-10-6 C₂₁H₁₈BrNO₃ 
• 170956-92-0 N-methyl-2-(2-phenylethynyl)aniline 
• 1222096-79-8 N-(2-bromophenyl)-N-methyl-2-(o-fluorophenyl)-pent-4-enamide 

Relevant articles and documents

Reusable Co-nanoparticles for general and selectiveN-alkylation of amines and ammonia with alcohols

A general cobalt-catalyzedN-alkylation of amines with alcohols by borrowing hydrogen methodology to prepare different kinds of amines is reported. The optimal catalyst for this transformation is prepared by pyrolysis of a specific templated material, which is generatedin situby mixing cobalt salts, nitrogen ligands and colloidal silica, and subsequent removal of silica. Applying this novel Co-nanoparticle-based material, >100 primary, secondary, and tertiary amines includingN-methylamines and selected drug molecules were conveniently prepared starting from inexpensive and easily accessible alcohols and amines or ammonia.

Ru-Catalyzed Selective Catalytic Methylation and Methylenation Reaction Employing Methanol as the C1 Source

Methanol can be employed as a green and sustainable methylating agent to form C-C and C-N bonds via borrowing hydrogen (BH) methodology. Herein we explored the activity of the acridine-derived SNS-Ru pincer for the activation of methanol to apply it as a C1 building block in different reactions. Our catalytic system shows great success toward the β-C(sp3)-methylation reaction of 2-phenylethanols to provide good to excellent yields of the methylated products. We investigated the mechanistic details, kinetic progress, and temperature-dependent product distribution, which revealed the slow and steady generation of in situ formed aldehyde, is the key factor to get the higher yield of the β-methylated product. To establish the environmental benefit of this reaction, green chemistry metrics are calculated. Furthermore, dimerization of 2-naphthol via methylene linkage and formation of N-methylation of amine are also described in this study, which offers a wide range of substrate scope with a good to excellent yield.

P(III)/P(V)-Catalyzed Methylamination of Arylboronic Acids and Esters: Reductive C-N Coupling with Nitromethane as a Methylamine Surrogate

The direct reductive N-arylation of nitromethane by organophosphorus-catalyzed reductive C-N coupling with arylboronic acid derivatives is reported. This method operates by the action of a small ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane P-oxide) together with a mild terminal reductant hydrosilane to drive the selective installation of the methylamino group to (hetero)aromatic boronic acids and esters. This method also provides for a unified synthetic approach to isotopically labeled N-methylanilines from various stable isotopologues of nitromethane (i.e., CD3NO2, CH315NO2, and 13CH3NO2), revealing this easy-to-handle compound as a versatile precursor for the direct installation of the methylamino group.