4-Bromo-2-cyanobenzyl bromide

Base Information

• Chemical Name: 4-Bromo-2-cyanobenzyl bromide
• CAS No.: 156001-53-5
• Molecular Formula: C8H5 Br2 N
• Molecular Weight: 274.942
• Hs Code.: 2926907090
• Mol file: 156001-53-5.mol

Synonyms:2-Cyano-4-bromobenzylbromide; 5-Bromo-2-bromomethylbenzonitrile

Chemical Property of 4-Bromo-2-cyanobenzyl bromide

Chemical Property:

• Boiling Point: 307.2±27.0 °C(Predicted)
• PSA: 23.79000
• Density: 1.92±0.1 g/cm3(Predicted)
• LogP: 3.21568
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%min ^*data from raw suppliers

5-Bromo-2-(bromomethyl)benzonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Bromo-2-cyanobenzyl bromide

There total 5 articles about 4-Bromo-2-cyanobenzyl bromide 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: 92.0%

3-Bromo-6-methyl-benzonitrile (156001-51-3) → 5-bromo-2-(bromomethyl)benzonitrile (156001-53-5)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 9h; Heating;

DOI:10.1021/ol034246v

Reference yield: 28.7%

→ 5-bromo-2-(bromomethyl)benzonitrile (156001-53-5)

Guidance literature:

Reference yield:

2-cyano-4-nitrotoluene (939-83-3) → 5-bromo-2-(bromomethyl)benzonitrile (156001-53-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 95 percent / Zn / methanol / 4 h / 23 °C

2.1: 48 percent HBr / H₂O / 2 h

2.2: NaNO₂ / H₂O

2.3: 72 percent / CuBr; 48 percent HBr / H₂O / 2 h / Heating

3.1: 92 percent / NBS; BPO / CCl₄ / 9 h / Heating

With N-Bromosuccinimide; hydrogen bromide; zinc; dibenzoyl peroxide; In methanol; tetrachloromethane; water;

DOI:10.1021/ol034246v

upstream raw materials:

3-Bromo-6-methyl-benzonitrile

2-cyano-4-nitrotoluene

3-cyano-4-methylaniline

2-Methylbenzonitrile

Refernces

• 1、 Ma, Bin,Bohnert, Tonika,Otipoby, Kevin L.,Tien, Eric,Arefayene, Million,Bai, Judy,Bajrami, Bekim,Bame, Eris,Chan, Timothy R.,Humora, Michael,Macphee, J. Michael,Marcotte, Douglas,Mehta, Devangi,Metrick, Claire M.,Moniz, George,Polack, Evelyne,Poreci, Urjana,Prefontaine, Annick,Sheikh, Sarah,Schroeder, Patricia,Smirnakis, Karen,Zhang, Lei,Zheng, Fengmei,Hopkins, Brian T.. "Discovery of BIIB068: A Selective, Potent, Reversible Bruton's Tyrosine Kinase Inhibitor as an Orally Efficacious Agent for Autoimmune Diseases". supporting information. p. 12526 - 12541. Retrieved 2020/12/17.
• 2、 -. "BRM TARGETING COMPOUNDS AND ASSOCIATED METHODS OF USE". Paragraph 1476-1478. . Retrieved 2019/10/23.