16532-78-8

Basic information

• Product Name: 3-Cyanophenylacetonitrile
• Synonyms: m-Cyanophenylacetonitrile;3-Cyanophenylacetonitrile;3-Cyanomethylbenzonitrile;3-Cyanobenzeneacetonitrile
• CAS NO: 16532-78-8
• Molecular Formula: C₉H₆N₂
• Molecular Weight: 142.16
• Mol File: 16532-78-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 83-84℃
• Boiling Point: 301.3 °C at 760 mmHg
• Flash Point: 145.9 °C
• Appearance: /
• Density: 1.12
• Vapor Pressure: 0.00107mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-Cyanophenylacetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Cyanophenylacetonitrile(16532-78-8)
• EPA Substance Registry System: 3-Cyanophenylacetonitrile(16532-78-8)

Safety Data

• Hazardous Substances Data: 16532-78-8(Hazardous Substances Data)

Usage

General Description

3-Cyanophenylacetonitrile, also known as 3-benzylcyanide, is a chemical compound with the molecular formula C9H7N. It is a colorless to pale yellow liquid and is insoluble in water but soluble in organic solvents. 3-Cyanophenylacetonitrile is commonly used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and dyestuffs. It is also used as a building block in the production of various organic compounds and is a key ingredient in the manufacturing of specialty chemicals. The compound is known for its strong, bitter almond-like odor and is considered to be a hazardous substance that should be handled with care.

InChI:InChI=1/C9H6N2/c10-5-4-8-2-1-3-9(6-8)7-11/h1-3,6H,4H2

Upstream product

• 64-17-5 ethanol 
• 151-50-8 potassium cyanide 
• 64407-07-4 3-(chloromethyl)benzonitrile 
• 28188-41-2 m-(bromomethyl)benzonitrile 
• 74-88-4 methyl iodide 
• 766-84-7 3-chloro-benzonitrile 
• 1071-36-9 sodium cyanoacetate 
• 100-47-0 benzonitrile 
• 75-05-8 acetonitrile 

Downstream Products

• 2084-13-1 3-carboxymethyl-benzoic acid 
• 19051-32-2 α,3-Dicyan-stilben 
• 99726-61-1 (m-cyanophenyl)malonitrile 
• 6553-12-4 bicyclo[3.2.1]octan-6-one 
• 90612-85-4 (3-carboxy-cyclohexyl)-acetic acid 
• 52787-20-9 3-methoxycarbonylphenylacetic acid methyl ester 
• 107150-74-3 3-ethoxycarbonylphenylacetic acid ethyl ester 
• 6553-10-2 (+/-)-(cis-3-carboxy-cyclohexyl)-acetic acid 
• 1190381-61-3 3-[(5-ethyl-2,6-dimethoxypyrimidin-4-yl)carbonyl]benzonitrile 
• 1273587-07-7 ethyl 4-(cyano(3-cyano-phenyl)methyl)benzoate 

Relevant articles and documents

Two-step cyanomethylation protocol: Convenient access to functionalized aryl- and heteroarylacetonitriles

A two-step protocol has been developed for the introduction of cyanomethylene groups to metalated aromatics through the intermediacy of substituted isoxazoles. A palladium-mediated cross-coupling reaction was used to introduce the isoxazole unit, followed by release of the cyanomethylene function under thermal or microwave-assisted conditions. The intermediate isoxazoles were shown to be amenable to further functionalization prior to deprotection of the sensitive cyanomethylene motif, allowing access to a wide range of aryl- and heteroaryl-substituted acetonitrile building blocks.

Synthesis of α-Aryl nitriles through palladium-catalyzed decarboxylative coupling of cyanoacetate salts with aryl halides and triflates

Worth its salt: The palladium-catalyzed decarboxylative coupling of the cyanoacetate salt as well as its mono- and disubstituted derivatives with aryl chlorides, bromides, and triflates is described (see scheme). This reaction is potentially useful for the preparation of a diverse array of α-aryl nitriles and has good functional group tolerance. S-Phos=2-(2,6- dimethoxybiphenyl)dicyclohexylphosphine), Xant-Phos=4,5-bis(diphenylphosphino)- 9,9-dimethylxanthene. Copyright

EP2 RECEPTOR AGONISTS

A compound of Formula (I) or a salt, solvate and chemically protected form thereof, wherein: R5 is an optionally substituted C5-20 aryl or C4-20 alkyl group; A is selected from the group consisting of Formulae (Ai), (Aii), (Aiii) D is selected from Formulae (Di), (Dii), (Diii), (Div), (Dv) B is selected from the group consisting of Formulae (Bi), (Bii), (Biii), (Biv) (Bv).