3-Bromobenzoyl cyanide

Base Information

• Chemical Name: 3-Bromobenzoyl cyanide
• CAS No.: 24999-51-7
• Molecular Formula: C8H4 Br N O
• Molecular Weight: 210.03
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID00513685
• Nikkaji Number: J2.619.642F
• Wikidata: Q82373614
• Mol file: 24999-51-7.mol

Synonyms:3-Bromobenzoyl cyanide;24999-51-7;(3-BROMO-PHENYL)-OXO-ACETONITRILE;Benzeneacetonitrile,3-bromo-a-oxo-;3-BROMOBENZOYLCYANIDE;SCHEMBL22187763;DTXSID00513685;3-Bromobenzene-1-carbonyl cyanide;MFCD06658370;AKOS024258352;SB36178;Benzeneacetonitrile, 3-bromo-alpha-oxo-;EN300-265406;A817596;F2167-3918

Chemical Property of 3-Bromobenzoyl cyanide

Chemical Property:

• PSA: 40.86000
• LogP: 2.15538
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 208.94763
• Heavy Atom Count: 11
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

3-Bromobenzoylcyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Bromobenzoyl cyanide

There total 5 articles about 3-Bromobenzoyl cyanide 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%

3-bromobenzoyl chloride (1711-09-7) + copper(I) cyanide (544-92-3) → m-bromobenzoyl cyanide (24999-51-7)

Guidance literature:

In acetonitrile; for 1h; Heating;

DOI:10.1021/jo00133a021

Reference yield: 75.0%

bromo(3-bromophenyl)acetonitrile (1052175-54-8) → m-bromobenzoyl cyanide (24999-51-7)

Guidance literature:

With silver nitrate; In acetonitrile; at 50 ℃; for 10h;

DOI:10.1016/j.tetlet.2008.06.034

Reference yield: 71.0%

3-bromobenzoyl chloride (1711-09-7) + copper(l) cyanide → m-bromobenzoyl cyanide (24999-51-7)

Guidance literature:

In acetonitrile; at 80 ℃; for 2h; Inert atmosphere;

upstream raw materials:

3-bromobenzoyl chloride

copper(I) cyanide

bromo(3-bromophenyl)acetonitrile

(3-bromophenyl)acetonitrile

Downstream raw materials:

m-bromobenzoic acid

Refernces

• 1、 Lu, Hao,Li, Zheng. "Palladium-Catalyzed One-Pot Four-Component Synthesis of β-Cyano-α,β-unsaturated Ketones Using Calcium Carbide as an Acetylene Source and Potassium Hexacyanoferrate(II) as an Eco-Friendly Cyanide Source". supporting information. p. 4474 - 4482. Retrieved 2019/08/20.
• 2、 Sueda, Takuya,Shoji, Masashi,Nishide, Kiyoharu. "A new convenient synthesis of aroyl cyanides via the formation of cyanohydrin nitrate intermediates". . p. 5070 - 5072. Retrieved 2008/12/21.