Diazene, bis(3-bromophenyl)-, 1-oxide

Base Information

• Chemical Name: Diazene, bis(3-bromophenyl)-, 1-oxide
• CAS No.: 23377-24-4
• Molecular Formula: C12H8 Br2 N2 O
• Molecular Weight: 356.016
• NSC Number: 99450
• Mol file: 23377-24-4.mol

Synonyms:23377-24-4;Diazene, bis(3-bromophenyl)-, 1-oxide;NSC99450;NSC 99450;3,3'-dibromoazoxybenzene;NSC-99450;DIAZENE,1,2-BIS(3-BROMOPHENYL)-, 1-OXIDE

Chemical Property of Diazene, bis(3-bromophenyl)-, 1-oxide

Chemical Property:

• Vapor Pressure: 1.05E-07mmHg at 25°C
• Boiling Point: 445.3°C at 760 mmHg
• Flash Point: 223.1°C
• Density: 1.72g/cm³
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 355.89829
• Heavy Atom Count: 17
• Complexity: 286

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)N=[N+](C2=CC(=CC=C2)Br)[O-]

Technology Process of Diazene, bis(3-bromophenyl)-, 1-oxide

There total 19 articles about Diazene, bis(3-bromophenyl)-, 1-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: 100.0%

m-nitrobromobenzene (585-79-5) + potassium isopropoxide (6831-82-9) → bis-(3-bromo-phenyl)-diazene-N-oxide (23377-24-4)

Guidance literature:

In isopropyl alcohol; at 75 ℃; Mechanism; Product distribution; Rate constant; also with the K⁺ complexing 18-crown-6 ether under anaerobic and aerobic conditions;

DOI:10.1021/jo00298a044

Reference yield: 92.0%

1-bromo-3-nitrosobenzene (13125-68-3) → bis-(3-bromo-phenyl)-diazene-N-oxide (23377-24-4)

Guidance literature:

In isopropyl alcohol; at 100 ℃; for 12h; Sealed tube;

DOI:10.1021/acs.joc.7b01887

Reference yield: 88.0%

m-Bromoaniline (591-19-5) → bis-(3-bromo-phenyl)-diazene-N-oxide (23377-24-4)

Guidance literature:

With fluorosulfonyl fluoride; dihydrogen peroxide; potassium carbonate; In tetrahydrofuran; water; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2021.153457

upstream raw materials:

m-bromophenylhydroxylamine

Nitrosobenzene

m-nitrobromobenzene

potassium isopropoxide

Downstream raw materials:

1,2-bis(3-bromophenyl)hydrazine

1,2-bis(3-bromophenyl)diazene

2,2'-dibromo-[1,1'-biphenyl]-4,4'-diamine