3-Bromo-5-(bromomethyl)benzonitrile

Base Information

• Chemical Name: 3-Bromo-5-(bromomethyl)benzonitrile
• CAS No.: 124289-24-3
• Molecular Formula: C8H5 Br2 N
• Molecular Weight: 274.942
• Hs Code.: 2926909090
• European Community (EC) Number: 886-101-8
• DSSTox Substance ID: DTXSID40561726
• Wikidata: Q82445581
• Mol file: 124289-24-3.mol

Synonyms:3-Bromo-5-(bromomethyl)benzonitrile;124289-24-3;3-BROMO-5-CYANOBENZYL BROMIDE;Benzonitrile, 3-bromo-5-(bromomethyl)-;MFCD09261038;SCHEMBL307886;DTXSID40561726;ZOHGEUWDTPFLKJ-UHFFFAOYSA-N;ZEA28924;AKOS022176249;AS-35988;SY242269;EN300-6776042

Chemical Property of 3-Bromo-5-(bromomethyl)benzonitrile

Chemical Property:

• PSA: 23.79000
• LogP: 3.21568
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 274.87682
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

95% ^*data from raw suppliers

3-Bromo-5-(bromomethyl)benzonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Bromo-5-(bromomethyl)benzonitrile

There total 6 articles about 3-Bromo-5-(bromomethyl)benzonitrile 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: 53.0%

3-bromo-5-methylbenzonitrile (124289-21-0) → α-Bromo-3-bromo-5-cyanotoluene (124289-24-3)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; at 80 ℃; for 8h;

Reference yield:

5-bromo-1,3-xylene (556-96-7) → α-Bromo-3-bromo-5-cyanotoluene (124289-24-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; dibenzoyl peroxide / tetrachloromethane / 7 h / Reflux

2.1: calcium carbonate / 1,4-dioxane; water / 16 h / Reflux

3.1: potassium permanganate / water; acetone / 1 h / Reflux

4.1: 1,1'-carbonyldiimidazole / ethyl acetate / 3 h / Reflux

4.2: 1 h / 20 °C

5.1: phosphorus pentoxide / chloroform / 48 h / Reflux

6.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 10 h / Reflux

With potassium permanganate; N-Bromosuccinimide; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; phosphorus pentoxide; 1,1'-carbonyldiimidazole; calcium carbonate; dibenzoyl peroxide; In 1,4-dioxane; tetrachloromethane; chloroform; water; ethyl acetate; acetone;

Reference yield:

3-bromo-5-methyl-benzoic acid (58530-13-5) → α-Bromo-3-bromo-5-cyanotoluene (124289-24-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1,1'-carbonyldiimidazole / ethyl acetate / 3 h / Reflux

1.2: 1 h / 20 °C

2.1: phosphorus pentoxide / chloroform / 48 h / Reflux

3.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 10 h / Reflux

With N-Bromosuccinimide; phosphorus pentoxide; 1,1'-carbonyldiimidazole; dibenzoyl peroxide; In tetrachloromethane; chloroform; ethyl acetate;

upstream raw materials:

3-bromo-5-methylbenzonitrile

5-bromo-1,3-xylene

3-bromo-5-methyl-benzoic acid

1-bromo-3-(bromomethyl)-5-methylbenzene

Downstream raw materials:

3-(aminomethyl)-5-bromobenzonitrile

tert-butyl (3-bromo-5-cyanobenzyl)carbamate