Azobenzene

Base Information

Chemical Name:Azobenzene
CAS No.:1080-16-6
Molecular Formula:C12H10 N2
Molecular Weight:182.225
Hs Code.:2927000090
European Community (EC) Number:203-102-5
NSC Number:2102
UNII:F0U1H6UG5C
DSSTox Substance ID:DTXSID8020123,DTXSID601026524
Nikkaji Number:J37.407E,J37.408C,J4.020G
Wikipedia:Azobenzene
Wikidata:Q8884513,Q27126386,Q410056
Metabolomics Workbench ID:60332
ChEMBL ID:CHEMBL58835,CHEMBL3039456,CHEMBL3184266
Mol file:1080-16-6.mol

Synonyms:azobenzene;azobenzene, (E)-isomer;azobenzene, (Z)-isomer;azobenzene, T-labeled

Suppliers and Price of Azobenzene

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 6 raw suppliers

Chemical Property of Azobenzene

Chemical Property:

Melting Point:71°C
Refractive Index:1.6266 (estimate)
Boiling Point:305.62°C (rough estimate)
PSA：24.72000
Density:1.1485 (rough estimate)
LogP:4.10200
XLogP3:3.8
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:182.084398327
Heavy Atom Count:14
Complexity:157

Purity/Quality:: 98%,99%, ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Chemical Classes:Nitrogen Compounds -> Other Aromatics (Nitrogen)
Canonical SMILES:C1=CC=C(C=C1)N=NC2=CC=CC=C2
General Description (Z)-Azobenzene, also known as cis-azobenzene or Z-azobenzene, is a metastable isomer of azobenzene that exhibits distinct photophysical and structural properties compared to its trans counterpart. It is stabilized in part by attractive London dispersion forces between bulky substituents, which counteract steric repulsion and lower its energy, slowing thermal isomerization to the E-isomer. (Z)-Azobenzene can form inclusion complexes with cyclodextrins, influencing its photoreactivity, and participates in concentration-dependent photoisomerization processes, including bimolecular pathways at higher concentrations. Its reversible photoisomerization is exploited in macromolecular systems, such as NMR-based structural studies, where it enables dynamic manipulation of macromolecular conformations. Additionally, (Z)-azobenzene derivatives are used in bifunctional photochromic compounds, where its excited-state dynamics contribute to complex photoresponsive behavior.

Technology Process of Azobenzene

There total 17 articles about Azobenzene 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%

: 62-53-3
aniline

: 1080-16-6
cis-azobenzene

Guidance literature:: With barium ferrate(VI); In benzene; for 0.25h; Product distribution; Heating;
DOI:10.1246/bcsj.61.2185

Reference yield: 77.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 122-66-7
diphenyl hydrazine

: 3,4-diphenyl-1,3,4-thiadiazolidine

: 1080-16-6
cis-azobenzene

Guidance literature:: formaldehyd; With hydrogen sulfide; In water; for 0.5h;

diphenyl hydrazine; In chloroform; water; at 20 ℃; for 3h; pH=3.15 - 3.20;
DOI:10.1007/s11172-006-0493-7