Cyanomethyl benzoate

Base Information

• Chemical Name: Cyanomethyl benzoate
• CAS No.: 939-56-0
• Molecular Formula: C9H7 N O2
• Molecular Weight: 161.16
• Hs Code.: 2926909090
• NSC Number: 126784
• DSSTox Substance ID: DTXSID40298888
• Nikkaji Number: J465.511G
• Wikidata: Q82040987
• Mol file: 939-56-0.mol

Synonyms:cyanomethyl benzoate;939-56-0;BENZOIC ACID CYANOMETHYL ESTER;benzoyloxyacetonitrile;NSC126784;SCHEMBL907316;benzoic acid cyano-methyl ester;DTXSID40298888;AMCQNAFTZBNILI-UHFFFAOYSA-N;MFCD00016384;AKOS006242558;NSC-126784;CS-0361233

Chemical Property of Cyanomethyl benzoate

Chemical Property:

• Vapor Pressure: 0.000388mmHg at 25°C
• Boiling Point: 317.3°Cat760mmHg
• Flash Point: 148.4°C
• PSA: 50.09000
• Density: 1.174g/cm³
• LogP: 1.36698
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 198

Purity/Quality:

99% ^*data from raw suppliers

Benzoyloxyacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)OCC#N

Technology Process of Cyanomethyl benzoate

There total 12 articles about Cyanomethyl benzoate 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: 98.0%

benzyloxymethyl bromide (40796-19-8) + potassium cyanide (151-50-8) → benzoyloxyacetonitrile (939-56-0)

Guidance literature:

In dimethyl sulfoxide; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2007.04.021

Reference yield: 97.0%

chloroacetonitrile (107-14-2) + benzoic acid (65-85-0,8013-63-6) → benzoyloxyacetonitrile (939-56-0)

Guidance literature:

With sodium carbonate; In dimethyl sulfoxide; at 80 ℃;

Reference yield: 95.0%

benzoic acid (65-85-0,8013-63-6) + cyanomethyl bromide (590-17-0) → benzoyloxyacetonitrile (939-56-0)

Guidance literature:

benzoic acid; With potassium carbonate; In N,N-dimethyl-formamide;

cyanomethyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

upstream raw materials:

formaldehyd

potassium cyanide

benzoyl chloride

2-hydroxy-2-methylpropanenitrile

Downstream raw materials:

ω-benzoyloxy-4,6-dimethoxy-2-hydroxyacetophenone

2-benzoyloxy-1-(2,4,6-trihydroxy-phenyl)-ethanone

2-benzoyloxy-1-(2-hydroxy-4,5-dimethoxy-phenyl)-ethanone

2-benzoyloxy-1-(2,4-dihydroxy-6-methoxy-phenyl)-ethanone

Refernces

• 1、 Dai, Ling,Yu, Shuling,Shao, Yinlin,Li, Renhao,Chen, Zhongyan,Lv, Ningning,Chen, Jiuxi. "Palladium-catalyzed C-H activation of simple arenes and cascade reaction with nitriles: access to 2,4,5-trisubstituted oxazoles". supporting information. p. 1376 - 1379. Retrieved 2021/02/22.
• 2、 Wang, Dan,Lu, Bing,Song, Yan-Ling,Sun, Hong-Mei,Shen, Qi. "Fe(III)-catalyzed oxidative coupling of alkylnitriles with aromatic carboxylic acids: Facile access to cyanomethyl esters". supporting information. . Retrieved 2019/08/01.