3-Cyanophenylacetonitrile

Base Information

• Chemical Name: 3-Cyanophenylacetonitrile
• CAS No.: 16532-78-8
• Molecular Formula: C9H6N2
• Molecular Weight: 142.16
• Hs Code.: 2926909090
• Mol file: 16532-78-8.mol

Synonyms:m-Tolunitrile,a-cyano- (7CI,8CI);3-Cyanobenzylcyanide;3-Cyanomethylbenzonitrile;3-Cyanophenylacetonitrile;m-Cyanobenzylcyanide;m-Cyanophenylacetonitrile;

Chemical Property of 3-Cyanophenylacetonitrile

Chemical Property:

• Vapor Pressure: 0.00107mmHg at 25°C
• Melting Point: 83-84°C
• Refractive Index: 1.553
• Boiling Point: 301.3 °C at 760 mmHg
• Flash Point: 145.9 °C
• PSA: 47.58000
• Density: 1.12 g/cm³
• LogP: 1.62436
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

3-(Cyanomethyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Cyanophenylacetonitrile

There total 11 articles about 3-Cyanophenylacetonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

m-(bromomethyl)benzonitrile (28188-41-2) + methyl iodide (74-88-4) → 3-(cyanomethyl)benzonitrile (16532-78-8)

Guidance literature:

With tetrabutylammomium bromide; In dichloromethane; water;

Reference yield: 98.0%

potassium cyanide + m-(bromomethyl)benzonitrile (28188-41-2) → 3-(cyanomethyl)benzonitrile (16532-78-8)

Guidance literature:

In N,N-dimethyl-formamide; at 50 ℃; for 48h; Inert atmosphere;

DOI:10.1021/ol200194y

Reference yield: 86.0%

3-chloro-benzonitrile (766-84-7) + sodium cyanoacetate (1071-36-9) → 3-(cyanomethyl)benzonitrile (16532-78-8)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(η3-allyl-μ-chloropalladium(II)); In 1,3,5-trimethyl-benzene; at 20 - 140 ℃; for 5.16667h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201006763

upstream raw materials:

ethanol

potassium cyanide

3-(chloromethyl)benzonitrile

m-(bromomethyl)benzonitrile

Downstream raw materials:

3-carboxymethyl-benzoic acid

α,3-Dicyan-stilben

(m-cyanophenyl)malonitrile

bicyclo[3.2.1]octan-6-one

Refernces

• 1、 Yoshida, Hisao,Fujimura, Yuki,Yuzawa, Hayato,Kumagai, Jun,Yoshida, Tomoko. "A heterogeneous palladium catalyst hybridised with a titanium dioxide photocatalyst for direct C-C bond formation between an aromatic ring and acetonitrile". supporting information. p. 3793 - 3795. Retrieved 2013/05/22.
• 2、 Shang, Rui,Ji, Dong-Sheng,Chu, Ling,Fu, Yao,Liu, Lei. "Synthesis of α-Aryl nitriles through palladium-catalyzed decarboxylative coupling of cyanoacetate salts with aryl halides and triflates". supporting information; experimental part. p. 4470 - 4474. Retrieved 2011/06/24.