Skip to Content
Merck
CN
All Photos(3)

Documents

424633

Sigma-Aldrich

Azobenzene

98%

Synonym(s):

1,2-Diphenyldiazene; Diphenyldiazene

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
C6H5N=NC6H5
CAS Number:
103-33-3
Molecular Weight:
182.22
Beilstein:
1819138
EC Number:
203-102-5
MDL number:
MFCD00003022
UNSPSC Code:
12171500
PubChem Substance ID:
24866581
NACRES:
NA.47

vapor pressure

1 mmHg ( 104 °C)

Quality Level

100

Assay

98%

form

powder or crystals

autoignition temp.

890 °F

bp

293 °C (lit.)

mp

65-68 °C (lit.)

density

1.09 g/mL at 25 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

c1ccc(cc1)\N=N\c2ccccc2

InChI

1S/C12H10N2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10H/b14-13+

InChI key

DMLAVOWQYNRWNQ-BUHFOSPRSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Azobenzene is a chromogen and an azo compound that exhibits trans/cis isomerism yielding isomers that differ in color. It is a simple azoarene compound that shows cis-trans isomerization around the azo bond in response to light.

Application

Azobenzene and its derivatives have multiple applications in the field of mechanical and optical materials, in photopharmacology, and molecular photo-switches including in biological probes.
As human tissue is translucent to red and near-infrared light but opaque to blue and UV light, Azobenzene is important in medicine and photopharmacology for applications that involve shifting the absorptions of both trans and cis isomers of azobenzene to longer wavelengths.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Muta. 2 - STOT RE 2

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Sorry, we don't have COAs for this product available online at this time.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Michael S Scholz et al.
The journal of physical chemistry. A, 121(34), 6413-6419 (2017-08-05)
Because of their high photoisomerization efficiencies, azobenzenes and their functionalized derivatives are used in a broad range of molecular photoswitches. Here, the photochemical properties of the trans isomers of protonated azobenzene (ABH
Yumi Okui et al.
Chemical communications (Cambridge, England), 48(96), 11763-11765 (2012-11-02)
We created light-directed dynamic spheres based on simple azobenzene monomers showing (i) a high yield of reversible trans↔cis photoisomerization and (ii) noticeable phase transition from crystalline to isotropic states under UV light irradiation at ambient temperature.
Seungwoo Lee et al.
Advanced materials (Deerfield Beach, Fla.), 24(16), 2069-2103 (2012-03-29)
This review demonstrates directional photofluidization lithography (DPL), which makes it possible to fabricate a generic and sophisticated micro/nanoarchitecture that would be difficult or impossible to attain with other methods. In particular, DPL differs from many of the existing micro/nanofabrication methods
Timothy J Kucharski et al.
Nature chemistry, 6(5), 441-447 (2014-04-24)
Large-scale utilization of solar-energy resources will require considerable advances in energy-storage technologies to meet ever-increasing global energy demands. Other than liquid fuels, existing energy-storage materials do not provide the requisite combination of high energy density, high stability, easy handling, transportability
Damien Lemoine et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(51), 20813-20818 (2013-12-04)
The powerful optogenetic pharmacology method allows the optical control of neuronal activity by photoswitchable ligands tethered to channels and receptors. However, this approach is technically demanding, as it requires the design of pharmacologically active ligands. The development of versatile technologies
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service