4-Bromobenzonitrile oxide

Base Information

• Chemical Name: 4-Bromobenzonitrile oxide
• CAS No.: 42811-75-6
• Molecular Formula: C7H4BrNO
• Molecular Weight: 198.019
• DSSTox Substance ID: DTXSID30506383
• Mol file: 42811-75-6.mol

Synonyms:42811-75-6;4-bromo-benzonitrile oxide;DTXSID30506383;{(E)-[(4-Bromophenyl)methyliumylidene]amino}oxidanide

Chemical Property of 4-Bromobenzonitrile oxide

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 196.94763
• Heavy Atom Count: 10
• Complexity: 161

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#[N+][O-])Br

Technology Process of 4-Bromobenzonitrile oxide

There total 5 articles about 4-Bromobenzonitrile oxide 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:

4-bromobenzaldehyde oxime (25062-46-8,40979-16-6,34158-73-1) → p-bromobenzonitrile N-oxide (42811-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-chlorosuccinimide / dimethylformamide / 45 - 50 °C

2: Et₃N / diethyl ether

With N-chloro-succinimide; triethylamine; In diethyl ether; N,N-dimethyl-formamide; 1: Chlorination / 2: Elimination;

DOI:10.1002/ps.2780400204

Reference yield:

4-bromo-benzaldehyde (1122-91-4) → p-bromobenzonitrile N-oxide (42811-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; sodium hydroxide / water; tert-butyl alcohol / 20 °C

2: chloroamine-T / water; tert-butyl alcohol / 20 °C

With hydroxylamine hydrochloride; chloroamine-T; sodium hydroxide; In water; tert-butyl alcohol;

DOI:10.1021/jm1008715

Reference yield:

p-bromobenzyhydroxamoyl chloride → p-bromobenzonitrile N-oxide (42811-75-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; at -10 ℃;

DOI:10.1246/bcsj.56.1514

upstream raw materials:

4-bromo-N-chlorobenzamide

4-bromobenzaldehyde oxime

4-bromo-benzaldehyde

Downstream raw materials:

3-(4-bromophenyl)-5-phenyl-4,5-dihydro-isoxazole

1-[3-(4-bromo-phenyl)-isoxazol-5-yl]-butan-1-one

3,4-di(4-bromophenyl)furoxan-2-oxide

5,5-diethoxy-3-(4-bromo-phenyl)-4,5-dihydro-isoxazole