2-Bromo-4-(bromomethyl)benzonitrile

Base Information

• Chemical Name: 2-Bromo-4-(bromomethyl)benzonitrile
• CAS No.: 89892-38-6
• Molecular Formula: C8H5 Br2 N
• Molecular Weight: 274.942
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID30698898
• Wikidata: Q82629463
• Mol file: 89892-38-6.mol

Synonyms:2-Bromo-4-(bromomethyl)benzonitrile;89892-38-6;Benzonitrile, 2-bromo-4-(bromomethyl)-;MFCD09261043;2-Bromo-4-(bromomethyl)-benzonitrile;3-BROMO-4-CYANOBENZYL BROMIDE;SCHEMBL305883;DTXSID30698898;FOVQCPSLQZIRSB-UHFFFAOYSA-N;2-Bromo-4-bromomethyl-benzonitrile;AMY20170;4-(bromomethyl)-2-bromobenzonitrile;AKOS022184067;AS-31304;SY018414;FT-0731431;2-Bromo-4-(bromomethyl)benzonitrile, AldrichCPR;EN300-7214300;A860992

Chemical Property of 2-Bromo-4-(bromomethyl)benzonitrile

Chemical Property:

• Boiling Point: 356.6±37.0 °C(Predicted)
• PSA: 23.79000
• Density: 1.92±0.1 g/cm3(Predicted)
• LogP: 3.21568
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°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:

98% ^*data from raw suppliers

2-Bromo-4-(bromomethyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CBr)Br)C#N

Technology Process of 2-Bromo-4-(bromomethyl)benzonitrile

There total 5 articles about 2-Bromo-4-(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: 100.0%

4-methyl-2-bromobenzonitrile (42872-73-1) → 2-bromo-4-(bromomethyl)benzonitrile (89892-38-6)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 4h; Reflux;

Reference yield:

2-bromo-4-methylbenzoic acid (7697-27-0) → 2-bromo-4-(bromomethyl)benzonitrile (89892-38-6)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / N,N-dimethyl-formamide / toluene / 3 h / 50 °C

2: ammonia / water; toluene

3: phosphorus pentoxide / chloroform / 12 h / Reflux

4: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 4 h / Reflux

With N-Bromosuccinimide; thionyl chloride; phosphorus pentoxide; ammonia; dibenzoyl peroxide; N,N-dimethyl-formamide; In tetrachloromethane; chloroform; water; toluene;

Reference yield:

4-methyl-2- bromobenzamide (131002-03-4) → 2-bromo-4-(bromomethyl)benzonitrile (89892-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus pentoxide / chloroform / 12 h / Reflux

2: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 4 h / Reflux

With N-Bromosuccinimide; phosphorus pentoxide; dibenzoyl peroxide; In tetrachloromethane; chloroform;

upstream raw materials:

4-methyl-2-bromobenzonitrile

2-bromo-4-methylbenzoic acid

4-methyl-2- bromobenzamide

4-methyl-2-bromobenzoyl chloride

Downstream raw materials:

4-(1H-1,2,4-triazol-1-ylmethyl)-2-bromobenzonitrile

4-(aminomethyl)-2-bromobenzonitrile

Refernces

• 1、 -. "ALDOSTERONE SYNTHASE INHIBITOR". Paragraph 0016; 0088; 0089. . Retrieved 2018/10/10.
• 2、 -. "Dual Pharmacophores - PDE4-Muscarinic Antagonistics". Page/Page column 45-46. . Retrieved 2009/08/18.