42872-73-1

Basic information

• Product Name: 2-BROMO-4-METHYLBENZONITRILE
• Synonyms: 2-BROMO-4-METHYLBENZONITRILE;2-BroMo-4-Methylbenzonitrile 97%;2-BroMo-4-Methylbenzonitrile, 97+%;Benzonitrile,2-bromo-4-methyl-
• CAS NO: 42872-73-1
• Molecular Formula: C₈H₆BrN
• Molecular Weight: 196.04
• Product Categories: Aromatic Nitriles;C8 to C9;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 42872-73-1.mol
• Article Data: 12

Chemical Properties

• Melting Point: 51-53°C
• Boiling Point: 110°C/5mm
• Flash Point: 110 °C
• Appearance: /
• Density: 1.51 g/cm³
• Vapor Pressure: 0.00178mmHg at 25°C
• Refractive Index: 1.59
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 2-BROMO-4-METHYLBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-4-METHYLBENZONITRILE(42872-73-1)
• EPA Substance Registry System: 2-BROMO-4-METHYLBENZONITRILE(42872-73-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39
• RIDADR: 3439
• WGK Germany: 3
• HazardClass: IRRITANT, IRRITANT-HARMFUL
• Hazardous Substances Data: 42872-73-1(Hazardous Substances Data)

Usage

Chemical Properties

off-white crystalline

InChI:InChI=1/C8H6BrN/c1-6-2-3-7(5-10)8(9)4-6/h2-4H,1H3

Upstream product

• 26830-96-6 5-methyl-2-cyanoaniline 
• 824-54-4 2-bromo-4-methylbenzaldehyde 
• 104-85-8 para-methylbenzonitrile 
• 53456-09-0 4-methyl-2-bromobenzoyl chloride 
• 7697-27-0 2-bromo-4-methylbenzoic acid 
• 131002-03-4 4-methyl-2- bromobenzamide 
• 26830-95-5 4-methyl-2-nitrobenzonitrile 
• 583-68-6 2-bromo-p-toluidine 

Downstream Products

• 1238333-64-6 2'-fluoro-5-methylbiphenyl-2-carbonitrile 
• 1357347-30-8 C₂₇H₂₂BrNO 
• 1357347-48-8 C₂₇H₂₁NO 
• 1177558-38-1 2-bromo-4-((1,3-dioxoisoindolin-2-yl)methyl)benzonitrile 
• 1177559-17-9 4-(aminomethyl)-2-bromobenzonitrile hydrochloride 
• 1174039-97-4 3-methyl-6-phenylbenzo[4,5]imidazo[2,1-a]isoquinoline 
• 1260150-32-0 4-methyl-2-(phenylethynyl)benzonitrile 
• 118683-67-3 1-{4-[3-Bromo-4-(1H-tetrazol-5-yl)-benzyloxy]-2-hydroxy-3-propyl-phenyl}-ethanone 
• 121793-12-2 2-bromo-4-methyl-1-(trifluoromethyl)benzene 
• 863868-22-8 4-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile 
• 7697-27-0 2-bromo-4-methylbenzoic acid 
• 90133-35-0 4-methyl-2-(phenylthio)benzonitrile 
• 89892-38-6 2-bromo-4-(bromomethyl)benzonitrile 
• 131002-03-4 4-methyl-2- bromobenzamide 

Relevant articles and documents

Selective synthesis of benzo[4,5]imidazo[2,1-a]isoquinolines via copper-catalyzed tandem annulation of alkynylbenzonitriles with 2-Iodoanilines

An efficient copper-catalyzed cascade cyclization reaction for selectively synthesizing a variety of benzo[4,5]imidazo[2,1-a]isoquinoline derivatives has been developed. The reaction features the formation of three different C–N bonds in sequence. In the

Palladium-Catalyzed Ring-Forming Aminoalkenylation of Alkenes with Aldehydes Initiated by Intramolecular Aminopalladation

A palladium-catalyzed aminopalladation reaction followed by nucleophilic addition with aldehydes and dehydration is described. This direct and operationally simple procedure provides a rapid and reliable approach to a wide range of functionalized tetrahydroisoquinolines with high selectivity. Mechanistic studies disclosed that the nucleophilic addition, performed via a highly ordered transition-state, is the turnover-limiting step in which the inherent β-hydride elimination of the key Csp3?Pd species was controlled by the confined conformation and the nucleophilicity of the Csp3?Pd bond was enhanced by the strong electron-donating effect of the nitrogen atom.

Rapid synthesis and zebrafish evaluation of a phenanthridine-based small molecule library

A Heck cyclisation approach is described for the rapid synthesis of a library of natural product-like small molecules, based on the phenanthridine core. The synthesis of a range of substituted benzylamine building blocks and their incorporation into the library is reported, together with a highly selective cis-dihydroxylation protocol that enables access to the target compounds in an efficient manner. Biological evaluation of the library using zebrafish phenotyping has led to the discovery of compound 20c, a novel inhibitor of early-stage zebrafish embryo development.