41963-20-6

Basic information

• Product Name: 4-BROMO-3-METHYLBENZONITRILE
• Synonyms: 4-BROMO-3-METHYLBENZONITRILE;3-Methyl-4-bromobenzonitrile;4-Bromo-m-tolunitrile;4-BROMO-3-METHYLBENZONITRILE 98%;1-Bromo-4-cyano-2-methylbenzene;3-Methyl-4-bromocyanobenzene;2-Bromo-5-cyanotoluene, 4-Bromo-m-tolunitrile;Methyl-4-bromobenzonitrile
• CAS NO: 41963-20-6
• Molecular Formula: C₈H₆BrN
• Molecular Weight: 196.04
• EINECS: -0
• Product Categories: Aromatic Nitriles;Nitrile;Bromine Compounds;Nitriles;C8 to C9;Cyanides/Nitriles;Nitrogen Compounds;Building Blocks;C8 to C9;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 41963-20-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 53-57 °C(lit.)
• Boiling Point: 129-130°C 5mm
• Flash Point: 205 °F
• Appearance: white to light yellow crystal powder
• Density: 1.51
• Vapor Pressure: 0.00937mmHg at 25°C
• Refractive Index: 1.59
• Storage Temp.: Room temperature.
• Water Solubility: Insoluble in water.
• BRN: 2354972
• CAS DataBase Reference: 4-BROMO-3-METHYLBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-3-METHYLBENZONITRILE(41963-20-6)
• EPA Substance Registry System: 4-BROMO-3-METHYLBENZONITRILE(41963-20-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22
• Safety Statements: 36/37
• RIDADR: 3439
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 41963-20-6(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

Different sources of media describe the Uses of 41963-20-6 differently. You can refer to the following data:
1. 4-bromo-3-methylbenzenecarbonitrile is a nitrile compound for proteomics research & a pharmaceutical intermediate.
2. 4-Bromo-3-methylbenzonitrile may be used to synthesize 2,4,6-tris(4-bromo-3-methyl-phenylene)-1,3,5-triazine and 4-fluoro-3-methylbenzonitrile.

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

Upstream product

• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 6933-10-4 amino-5-bromo-2-toluene 
• 170229-98-8 4-Bromo-3-methylbenzenecarboxamidamide 
• 537-92-8 3-Methylacetanilide 
• 151-50-8 potassium cyanide 
• 544-92-3 copper(I) cyanide 

Downstream Products

• 1975-53-7 4-Cyano-2-methylbenzoic acid 
• 75986-22-0 1-Bromo-4-diethoxymethyl-2-methyl-benzene 
• 75986-23-1 3-Methyl-4-(pyridin-3-ylhydroxymethyl)benzaldehyde 
• 75986-62-8 (E)-2-methyl-3-[3-methyl-4-(pyridin-3-ylmethyl)phenyl]acrylic acid ethyl ester 
• 75986-40-2 (E)-2-methyl-3-[3-methyl-4-(pyridin-3-ylhydroxymethyl)phenyl]acrylic acid ethyl ester 
• 75987-39-2 (E)-3-<4-(3-pyridylmethyl)-3-methylphenyl>-2-methylacrylic acid 
• 1268336-36-2 5-cyano-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl acetate 
• 1435520-77-6 3-methyl-4-(3-methyl-4-(methylthio)phenoxy)benzonitrile 
• 1001013-77-9 3-methyl-4-(1H-pyrrolo[2,3-b]pyridin-1-yl)benzonitrile 
• 148672-58-6 4-bromo-N-hydroxy-3-methyl-benzamidine 
• 190197-86-5 4-bromo-3-(bromomethyl)benzonitrile 
• 15777-70-5 4-hydroxy-3-methylbenzonitrile 
• 27609-91-2 4-formyl-3-methyl-benzonitrile 
• 36602-03-6 4-cyano-2-methyl-N-phenylaniline 

Relevant articles and documents

NHC-catalyzed silylative dehydration of primary amides to nitriles at room temperature

Herein we report an abnormal N-heterocyclic carbene catalyzed dehydration of primary amides in the presence of a silane. This process bypasses the energy demanding 1,2-siloxane elimination step usually required for metal/silane catalyzed reactions. A detailed mechanistic cycle of this process has been proposed based on experimental evidence along with computational study.

The application of NCTS (N-cyano-N-phenyl-p-toluenesulfonamide) in palladium-catalyzed cyanation of arenediazonium tetrafluoroborates and aryl halides

Using NCTS (N-cyano-N-phenyl-p-toluenesulfonamide) as an electrophilic cyanation reagent, palladium-catalyzed cyanation of arenediazonium tetrafluoroborates and aryl halides was achieved under mild conditions. The method allowed the effective synthesis of various aryl nitriles in suitable yields via a coupling reaction.

Catalytic Sandmeyer cyanation as a synthetic pathway to aryl nitriles

The catalytic version of Sandmeyer reaction for a number of aryl diazonium salts was investigated. Aryl nitriles ArCN were obtained by the Cu(I)/Cu(II) catalyzed reactions of aryl diazonium salts with KCN in good yields. The reactions with diazonium salts with electron-withdrawing groups led to formation of a corresponding nitrile in a high yield. The yield was found to be lower for the compounds containing electron-donating groups.