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

Base Information

• Chemical Name: Diazene, bis(3-nitrophenyl)-, 1-oxide
• CAS No.: 1230-85-9
• Molecular Formula: C₁₂H₈N₄O₅
• Molecular Weight: 288.219
• DSSTox Substance ID: DTXSID20454788
• Mol file: 1230-85-9.mol

Synonyms:1230-85-9;Diazene, bis(3-nitrophenyl)-, 1-oxide;Diazene, 1,2-bis(3-nitrophenyl)-, 1-oxide;3,3'-Dinitroazoxybenzol;(3-nitrophenyl)-(3-nitrophenyl)imino-oxidoazanium;DTXSID20454788

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

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 288.04946937
• Heavy Atom Count: 21
• Complexity: 430

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 42 articles about Diazene, bis(3-nitrophenyl)-, 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: 94.0%

3-nitro-aniline (99-09-2) → 3,3'-dinitro azoxybenzene (1230-85-9,71298-01-6)

Guidance literature:

With sodium tungstate; phosphoric acid; dihydrogen peroxide; In ethanol; at 60 - 65 ℃;

Reference yield: 93.0%

1-nitro-3-nitrosobenzene (17122-21-3) → 3,3'-dinitro azoxybenzene (1230-85-9,71298-01-6)

Guidance literature:

With cyclohexanone; In dimethyl sulfoxide; at 20 ℃; Catalytic behavior; Flow reactor;

DOI:10.1002/ejoc.202100006

Reference yield: 16.0%

meta-dinitrobenzene (99-65-0) → 3,3'-dinitro azoxybenzene (1230-85-9,71298-01-6) + (E)-1,2-bis(3-nitrophenyl)diazene (318515-01-4) + 3-nitro-aniline (99-09-2)

Guidance literature:

With sodium hydroxide; acetophenone; at 75 ℃; for 2h;

DOI:10.1021/jo049102o

upstream raw materials:

meta-dinitrobenzene

lithium tert-butylamide

ethanol

N-(3-nitrophenyl)hydroxylamine

Downstream raw materials:

(3-Nitro-benzol)-(1azo4)-(2-nitro-phenol)

3,3'-diaminoazoxybenzene

3,3'-dinitroazobenzene

3-nitro-aniline

Refernces

• 1、 King. "-". . p. 3323,3324. Retrieved 1961.
• 2、 Schmiegel, Carsten J.,Berg, Patrik,Obst, Franziska,Schoch, Roland,Appelhans, Dietmar,Kuckling, Dirk. "Continuous Flow Synthesis of Azoxybenzenes by Reductive Dimerization of Nitrosobenzenes with Gel-Bound Catalysts". . p. 1628 - 1636. Retrieved 2021/03/15.
• 3、 Bjorsvik, Hans-Rene,Gonzalez, Raquel Rodriguez,Liguori, Lucia. "Investigations of a novel process to the framework of benzo[c]cinnoline". . p. 7720 - 7727. Retrieved 2007/10/03.