2-Bromobenzoylacetonitrile

Base Information

• Chemical Name: 2-Bromobenzoylacetonitrile
• CAS No.: 53882-80-7
• Molecular Formula: C9H6 Br N O
• Molecular Weight: 224.057
• Hs Code.: 2926909090
• European Community (EC) Number: 839-238-2
• DSSTox Substance ID: DTXSID90443760
• Nikkaji Number: J1.747.083C
• Wikidata: Q72451834
• Mol file: 53882-80-7.mol

Synonyms:2-Bromobenzoylacetonitrile;53882-80-7;3-(2-bromophenyl)-3-oxopropanenitrile;3-(2-bromo-phenyl)-3-oxo-propionitrile;MFCD02260798;o-Bromophenacyl cyanide;BENZENEPROPANENITRILE, 2-BROMO-BETA-OXO-;(2-Bromobenzoyl)acetonitrile;SCHEMBL1998027;DTXSID90443760;AC7670;AM1058;STK662212;3-(2-bromophenyl)-3-oxopropanitrile;AKOS000181322;AB11732;3-Oxo-3-(2-bromophenyl)propiononitrile;BS-22857;SY017192;A7823;CS-0340809;FT-0604208;EN300-41331

Chemical Property of 2-Bromobenzoylacetonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 357.995°C at 760 mmHg
• Flash Point: 170.31°C
• PSA: 40.86000
• Density: 1.523
• LogP: 2.54548
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 222.96328
• Heavy Atom Count: 12
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

2-Bromobenzoylacetonitrile ^*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)CC#N)Br

Technology Process of 2-Bromobenzoylacetonitrile

There total 6 articles about 2-Bromobenzoylacetonitrile 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: 76.0%

2-bromobenzoic acid ethyl ester (6091-64-1) + acetonitrile (75-05-8,26809-02-9) → 3-(2-bromophenyl)-3-oxopropanenitrile (53882-80-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; Heating;

DOI:10.1021/jo991968k

Reference yield: 63.0%

methyl 3-(2-bromophenyl)-3-oxopropanedithioate (1429790-16-8) → 3-(2-bromophenyl)-3-oxopropanenitrile (53882-80-7)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydroxide; In ethanol; at 20 ℃; for 1.5h; chemoselective reaction; Irradiation;

DOI:10.1021/acs.joc.5b01869

Reference yield: 60.0%

2-bromobenzoyl cyanide (88562-26-9) + cyanomethyl bromide (590-17-0) → 3-(2-bromophenyl)-3-oxopropanenitrile (53882-80-7)

Guidance literature:

With indium; In tetrahydrofuran; at 20 ℃; for 5h; sonication;

DOI:10.1016/S0040-4039(02)00925-5

upstream raw materials:

2-bromobenzoic acid ethyl ester

acetonitrile

2-bromobenzoyl cyanide

cyanomethyl bromide

Refernces

• 1、 Zhai, Sheng-Xian,Dong, Hong-Ru,Chen, Zi-Bao,Hu, Yi-Ming,Dong, Heng-Shan. "Cascade synthesis of 3-aza-bicyclo[3.1.0]hex-2-ene derivatives from N-allyl enamines". . p. 8405 - 8412. Retrieved 2015/03/04.
• 2、 -. "BICYCLIC PYRAZOLO-FUSED COMPOUNDS AS PROTEIN KINASE MODULATORS". Page/Page column 50-52. . Retrieved 2008/06/13.