Bis(3-iodophenyl)diazene

Base Information

• Chemical Name: Bis(3-iodophenyl)diazene
• CAS No.: 23377-21-1
• Molecular Formula: C12H8I2N2
• Molecular Weight: 434.018
• DSSTox Substance ID: DTXSID70452835
• Nikkaji Number: J2.100.783H
• Mol file: 23377-21-1.mol

Synonyms:Bis(3-iodophenyl)diazene;23377-21-1;3,3'-diiodoazobenzene;1,2-bis(3-iodophenyl)diazene;Diazene, 1,2-bis(3-iodophenyl)-;(E)-1,2-bis(3-iodophenyl)diazene;318514-98-6;SCHEMBL7871820;DTXSID70452835;RMDGSQXFRWVYEV-UHFFFAOYSA-N

Chemical Property of Bis(3-iodophenyl)diazene

Chemical Property:

• PSA: 24.72000
• LogP: 5.31120
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 433.87769
• Heavy Atom Count: 16
• Complexity: 221

Purity/Quality:

Bis-(3-iodo-phenyl)-diazene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)I)N=NC2=CC(=CC=C2)I

Technology Process of Bis(3-iodophenyl)diazene

There total 12 articles about Bis(3-iodophenyl)diazene 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: 95.0%

bis-(3-iodo-phenyl)-diazene-N-oxide (19618-17-8) → 1,2-bis(3-iodophenyl)diazene (23377-21-1)

Guidance literature:

With sodium hydroxide; Bakers'yeast; In ethanol; water; for 20h; Heating;

DOI:10.1016/S0040-4039(96)02464-1

Reference yield: 94.0%

m-iodonitrobenzene (645-00-1) → 1,2-bis(3-iodophenyl)diazene (23377-21-1)

Guidance literature:

With C₂₄H₁₆CoN₄O₄; hydrogen; sodium hydroxide; In tert-butyl alcohol; at 80 ℃; for 2h; under 22502.3 Torr; chemoselective reaction;

DOI:10.1039/c6sc02105k

Reference yield:

m-iodonitrobenzene (645-00-1) → 3-Iodoaniline (626-01-7) + 1,2-bis(3-iodophenyl)diazene (23377-21-1)

Guidance literature:

With isopropyl alcohol; sodium hydroxide; at 80 ℃; for 50h; Schlenk technique; Inert atmosphere; Green chemistry;

DOI:10.1016/j.molcata.2015.01.024

upstream raw materials:

m-iodonitrobenzene

ethanol

3,3'-diaminoazobenzene

N,N'-bis-(3-iodo-phenyl)-hydrazine

Downstream raw materials:

1,2-bis(3-ethynylphenyl)diazene

bis-(3-iodo-phenyl)-diazene-N-oxide

Refernces

• 1、 Liu, Wengang,Zhang, Leilei,Yan, Wensheng,Liu, Xiaoyan,Yang, Xiaofeng,Miao, Shu,Wang, Wentao,Wang, Aiqin,Zhang, Tao. "Single-atom dispersed Co-N-C catalyst: Structure identification and performance for hydrogenative coupling of nitroarenes". . p. 5758 - 5764. Retrieved 2016/08/31.
• 2、 Gund, Sitaram H.,Shelkar, Radheshyam S.,Nagarkar, Jayashree M.. "An efficient catalyst-free and chemoselective synthesis of azobenzenes from nitrobenzenes". . p. 42947 - 42951. Retrieved 2015/02/19.