2947-60-6

Basic information

• Product Name: 3-Methylbenzyl cyanide
• Synonyms: 3-Methylbenzyl cyanide 98%;m-Xylyl Cyanide;3-Tolylacetonitrile;Benzeneacetonitrile, 3-methyl-;3-METHYLBENZYL CYANIDE;3-METHYLPHENYLACETONITRILE;M-METHYLBENZYL CYANIDE;M-METHYLPHENYLACETONITRILE
• CAS NO: 2947-60-6
• Molecular Formula: C₉H₉N
• Molecular Weight: 131.17
• EINECS: 220-962-7
• Product Categories: Aromatic Nitriles;Building Blocks;C8 to C9;Chemical Synthesis;Cyanides/Nitriles;Nitrogen Compounds;Organic Building Blocks
• Mol File: 2947-60-6.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 240-241 °C(lit.)
• Flash Point: >230 °F
• Appearance: clear colorless to light yellow liquid
• Density: 1.002 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0472mmHg at 25°C
• Refractive Index: n20/D 1.52(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: INSOLUBLE
• BRN: 1099644
• CAS DataBase Reference: 3-Methylbenzyl cyanide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methylbenzyl cyanide(2947-60-6)
• EPA Substance Registry System: 3-Methylbenzyl cyanide(2947-60-6)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37
• RIDADR: UN 3276 6.1/PG 3
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 2947-60-6(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to light yellow liquid

InChI:InChI=1/C9H9N/c1-8-3-2-4-9(7-8)5-6-10/h2-4,7H,5H2,1H3

Upstream product

• 620-13-3 1-bromomethyl-3-methyl-benzene 
• 151-50-8 potassium cyanide 
• 108-38-3 m-xylene 
• 506-77-4 cyanogen chloride 
• 620-19-9 1-chloromethyl-3-methyl-benzene 
• 143-33-9 sodium cyanide 
• 591-17-3 meta-bromotoluene 
• 17729-59-8 tri-n-butyl(cyanomethyl)stannane 
• 107-14-2 chloroacetonitrile 
• 108-88-3 toluene 
• 73929-57-4 phthalidylidene-m-tolyl-acetonitrile 
• 64-17-5 ethanol 
• 626-22-2 1,3-bis(cyanomethyl)benzene 
• 333-20-0 potassium thioacyanate 

Downstream Products

• 38377-59-2 2-(3-methylphenyl)-3-oxobutanenitrile 
• 528587-73-7 (1S,5R)-2-oxo-1-(3-methylphenyl)-3-oxabicyclo[3.1.0]hexane 
• 250258-71-0 2-{2-[2-(3-methyl-benzyl)-thiazol-4-yl]-ethyl}-isoindole-1,3-dione 
• 73312-13-7 2-Methoxycarbonyl-4-cyano-4-(3-methylphenyl)-cyclohexan-1-one 
• 55755-17-4 2-(3-methylphenyl)ethylamine 
• 108-38-3 m-xylene 
• 119713-11-0 (3-methyl-4-nitrophenyl)acetonitrile 
• 363-72-4 Pentafluorobenzene 
• 231615-05-7 Pyridin-2-yl-m-tolyl-acetonitrile 
• 73129-58-5 (5-methyl-2,4-dinitro-phenyl)-acetic acid 
• 95-94-3 1,2,4,5-tetrachlorobenzene 

Relevant articles and documents

Design and synthesis of a magnetic hierarchical porous organic polymer: A new platform in heterogeneous phase-transfer catalysis

Recyclable phase transfer catalysts containing magnetic nanoparticles (MNPs) have been known as a major trend towards sustainable catalysts. In this study, a novel class of magnetic porous polymer on the basis of calix[4]resorcinarene was synthesized starting from silica-coated Fe3O4 core-shell nanoparticles. This compound was found as an efficient phase transfer catalyst to the conversion of benzyl halides into benzyl azides and cyanides in good yields. The catalyst could be used at least for five consecutive cycles without appreciable loss in the catalytic activity.

One-Pot Preparation of C1-Homologated Aliphatic Nitriles from Aldehydes through a Wittig Reaction under Metal-Cyanide-Free Conditions

A one-pot protocol to obtain C1-homologated aliphatic nitriles was achieved by treating aromatic and aliphatic aldehydes with the (methoxymethyl)triphenylphosphonium ylide followed by hydrolysis of the resulting methyl vinyl ethers with pTsOH (Ts = para-toluenesulfonyl) and treatment with molecular iodine and aqueous ammonia under metal cyanide free conditions. Neopentyl-type nitriles, which could not be obtained by conventional methods that involved conversion of the neopentyl alcohol into a tosylate and treatment with metal cyanide, were successfully obtained by using the present method.

A heterogeneous palladium catalyst hybridised with a titanium dioxide photocatalyst for direct C-C bond formation between an aromatic ring and acetonitrile

A palladium catalyst hybridised with a titanium dioxide photocatalyst can promote cyanomethylation of an aromatic ring by using acetonitrile, where the photocatalyst activates acetonitrile to form a cyanomethyl radical before the C-C bond formation using the palladium catalyst.