2-Bromophenylacetonitrile

Base Information

• Chemical Name: 2-Bromophenylacetonitrile
• CAS No.: 19472-74-3
• Molecular Formula: C8H6BrN
• Molecular Weight: 196.046
• Hs Code.: 29269090
• European Community (EC) Number: 243-091-4
• NSC Number: 338412
• UNII: S3GF4DI9A8
• DSSTox Substance ID: DTXSID5075315
• Nikkaji Number: J31.182K
• Wikidata: Q72451935
• Mol file: 19472-74-3.mol

Synonyms:2-Bromophenylacetonitrile;19472-74-3;2-Bromobenzyl cyanide;2-(2-bromophenyl)acetonitrile;o-Bromobenzyl cyanide;(2-Bromophenyl)acetonitrile;o-bromophenylacetonitrile;Benzeneacetonitrile, bromo-;Benzeneacetonitrile, 2-bromo-;S3GF4DI9A8;EINECS 243-091-4;ACETONITRILE, (o-BROMOPHENYL)-;NSC 338412;NSC-338412;2-(2-bromophenyl)ethanenitrile;(2-bromo-phenyl)-acetonitrile;2-CYANOMETHYLBROMOBENZENE;1-BROMO-2-CYANOMETHYLBENZENE;MFCD00001896;2- bromophenylacetonitrile;2-bromo-phenylacetonitrile;2-bromophenyl acetonitrile;2-bromophenyl-acetonitrile;UNII-S3GF4DI9A8;SCHEMBL6299;(2-Bromophenyl)-acetonitrile;2-Bromophenylacetonitrile, 97%;DTXSID5075315;2-BROMOBENZENEACETONITRILE;(O-BROMOPHENYL)ACETONITRILE;AC-156;NSC338412;2-(O-BROMOPHENYL)ACETONITRILE;AKOS000151318;AB00169;AB10428;CS-W019568;TS-02772;AM20050094;B1928;FT-0623224;FT-0637856;FT-0686381;A813746;W-107681

Chemical Property of 2-Bromophenylacetonitrile

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0.00724mmHg at 25°C
• Melting Point: 1 °C
• Refractive Index: 1.568-1.572
• Boiling Point: 269.5 °C at 760 mmHg
• Flash Point: 123.4 °C
• PSA: 23.79000
• Density: 1.487 g/cm³
• LogP: 2.51518
• Storage Temp.: Room temperature.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 194.96836
• Heavy Atom Count: 10
• Complexity: 147

Purity/Quality:

98% ^*data from raw suppliers

2-(2-Bromophenyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-38-37/39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 2-Bromophenylacetonitrile

There total 18 articles about 2-Bromophenylacetonitrile 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: 86.0%

potassium cyanide + 1-Bromo-2-bromomethyl-benzene (3433-80-5) → 2-(2-bromophenyl)acetonitrile (19472-74-3)

Guidance literature:

In ethanol; water; for 1.25h; Inert atmosphere; Reflux;

DOI:10.1002/anie.201403015

Reference yield: 86.0%

potassium cyanide (151-50-8) + 1-Bromo-2-bromomethyl-benzene (3433-80-5) → 2-(2-bromophenyl)acetonitrile (19472-74-3)

Guidance literature:

In ethanol; water; for 0.75h; Heating;

DOI:10.1021/jo00196a024

Reference yield: 82.0%

tetra-n-butylammonium cyanide (10442-39-4) + 1-bromo-2-((methoxymethoxy)methyl)benzene (94236-21-2) → 2-(2-bromophenyl)acetonitrile (19472-74-3)

Guidance literature:

With 1-methyl-3H-imidazolium nitrate; at 135 - 140 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1016/j.tetlet.2014.06.016

upstream raw materials:

acetic anhydride

2-methylphenyl bromide

cyanogen chloride

2-Bromobenzamide

Downstream raw materials:

1-bromo-2-(nitromethyl)benzene

(2-bromophenyl)isoquinolin-1-yl-acetonitrile

ethyl 2-(2-bromophenyl)ethanoate

1-(2-bromophenyl)-cyclobutanecarbonitrile

Refernces

• 1、 Hu, Dandan,Liu, Jiayue,Ren, Hongjun,Song, Jinyu,Zhang, Jun-Qi,Zhu, Guorong. "Rapid and Simple Access to α-(Hetero)arylacetonitriles from Gem-Difluoroalkenes". supporting information. p. 786 - 790. Retrieved 2022/01/28.
• 2、 Hisano, Naoya,Kamei, Yuto,Kansaku, Yaoki,Yamanaka, Masahiro,Mori, Keiji. "Construction of 1,3-Dithio-Substituted Tetralins by [1,5]-Alkylthio Group Transfer Mediated Skeletal Rearrangement". supporting information. p. 4223 - 4226. Retrieved 2018/07/29.