4-Bromobenzoyl cyanide

Base Information

• Chemical Name: 4-Bromobenzoyl cyanide
• CAS No.: 6048-21-1
• Molecular Formula: C8H4BrNO
• Molecular Weight: 210.03
• Hs Code.: 2926909090
• European Community (EC) Number: 651-740-1
• DSSTox Substance ID: DTXSID70403286
• Nikkaji Number: J1.414.013A
• Wikidata: Q72451854
• Mol file: 6048-21-1.mol

Synonyms:4-bromobenzoyl cyanide;6048-21-1;4-Bromobenzoylcyanide;AB1242;SCHEMBL5666522;IHDSSYQEYNYRBH-UHFFFAOYSA-;(4-bromophenyl)(oxo)acetonitrile;DTXSID70403286;MFCD00193627;2-(4-bromophenyl)-2-oxoacetonitrile;AKOS024322386;MB00883;AS-44545;FT-0650617;2-(4-bromophenyl)-2-oxidanylidene-ethanenitrile;A832750;InChI=1/C8H4BrNO/c9-7-3-1-6(2-4-7)8(11)5-10/h1-4H

Chemical Property of 4-Bromobenzoyl cyanide

Chemical Property:

• Melting Point: 67℃
• Boiling Point: 277.4 °C at 760 mmHg
• Flash Point: 121.6 °C
• PSA: 40.86000
• Density: 1.609 g/cm³
• 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: 197

Purity/Quality:

99% ^*data from raw suppliers

4-BromobenzoylCyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Bromobenzoyl cyanide

There total 17 articles about 4-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: 93.0%

4-bromophenylglyoxal (5195-29-9) → 4-bromobenzoyl cyanide (6048-21-1)

Guidance literature:

With 1-amino-2-oxo-4,6-diphenylpyridine; In toluene; at 110 ℃; for 6h;

DOI:10.1055/s-1980-29233

Reference yield: 85.5%

tri-n-butyltin cyanide (2179-92-2) + 4-chlorobenzoyl chloride (586-75-4) → 4-bromobenzoyl cyanide (6048-21-1)

Guidance literature:

In neat (no solvent); at 75 ℃; for 0.0833333h;

DOI:10.1016/0040-4039(80)88008-7

Reference yield: 85.0%

trimethylsilyl cyanide (7677-24-9) + 4-chlorobenzoyl chloride (586-75-4) → 4-bromobenzoyl cyanide (6048-21-1)

Guidance literature:

tin(IV) chloride; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1055/s-1983-30453

upstream raw materials:

bromobenzene

carbonyl cyanide

4-bromophenylglyoxal

para-bromophenacyl bromide

Downstream raw materials:

2-(4-bromophenyl)-2-oxoacetamide

hydrogen cyanide

4-bromo-N'-phenylbenzohydrazide

p-bromobenzamide

Refernces

• 1、 -. "Preparation method for D, L-phenylglycine and analogue thereof". Paragraph 0043. . Retrieved 2017/03/17.
• 2、 Kim, Kicheol,Moeljadi, Adhitya Mangala Putra,Hirao, Hajime,Hong, Soon Hyeok. "Acceptorless and Base-free Dehydrogenation of Cyanohydrin with (η6-Arene)halide(Bidentate Phosphine)ruthenium(II) Complex". supporting information. p. 3292 - 3298. Retrieved 2017/09/06.