3-(Bromomethyl)-4-fluorobenzonitrile

Base Information

• Chemical Name: 3-(Bromomethyl)-4-fluorobenzonitrile
• CAS No.: 856935-35-8
• Molecular Formula: C8H5 Br F N
• Molecular Weight: 214.037
• Hs Code.: 2926907090
• European Community (EC) Number: 841-575-5
• DSSTox Substance ID: DTXSID70585394
• Wikidata: Q82477348
• Mol file: 856935-35-8.mol

Synonyms:3-(bromomethyl)-4-fluorobenzonitrile;856935-35-8;MFCD08275458;BENZONITRILE, 3-(BROMOMETHYL)-4-FLUORO-;SCHEMBL411021;2-fluoro-5-cyanobenzyl bromide;DTXSID70585394;JXQHMLRWRPHXIT-UHFFFAOYSA-N;3-Bromomethyl-4-fluoro-benzonitrile;AC1686;5-CYANO-2-FLUOROBENZYLBROMIDE;AKOS009100437;AB44795;PS-9992;SY023130;EN300-25341;A863471;Z203241930

Chemical Property of 3-(Bromomethyl)-4-fluorobenzonitrile

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Refractive Index: 1.564
• Boiling Point: 274.389°C at 760 mmHg
• Flash Point: 119.747°C
• PSA: 23.79000
• Density: 1.591g/cm³
• LogP: 2.59228
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 212.95894
• Heavy Atom Count: 11
• Complexity: 174

Purity/Quality:

97% ^*data from raw suppliers

3-(bromomethyl)-4-fluorobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C#N)CBr)F

Technology Process of 3-(Bromomethyl)-4-fluorobenzonitrile

There total 4 articles about 3-(Bromomethyl)-4-fluorobenzonitrile 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: 75.0%

4-fluoro-3-methylbenzonitrile (185147-08-4) → 3-(bromomethyl)-4-fluorobenzonitrile (856935-35-8)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; Reflux;

DOI:10.1016/j.bmcl.2010.03.069

Reference yield: 50.0%

4-fluoro-3-(hydroxymethyl)benzonitrile (856931-47-0) → 3-(bromomethyl)-4-fluorobenzonitrile (856935-35-8)

Guidance literature:

With phosphorus tribromide; In dichloromethane; for 4h;

Reference yield:

5-cyano-2-fluorobenzoyl chloride (335256-12-7) → 3-(bromomethyl)-4-fluorobenzonitrile (856935-35-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / ethanol; tetrahydrofuran / 72 h / 0 - 20 °C

2: phosphorus tribromide / dichloromethane / 4 h

With sodium tetrahydroborate; phosphorus tribromide; In tetrahydrofuran; ethanol; dichloromethane;

upstream raw materials:

4-fluoro-3-methylbenzonitrile

4-fluoro-3-(hydroxymethyl)benzonitrile

2-fluoro-5-cyanobenzoic acid

5-cyano-2-fluorobenzoyl chloride

Downstream raw materials:

tert-butyl N-(5-cyano-2-fluorobenzyl)-N-methyl-beta-alaninate

N-(2-fluoro-5-{5-[2-(methoxymethyl)-2’-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)-N-methylglycine hydrochloride

tert-butyl N-(2-fluoro-5-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)-N-methylglycinate

3-[(6-bromopyridin-2-yl)methyl]-4-fluorobenzonitrile