Skip to Content
Merck
All Photos(3)

Key Documents

More 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

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

212.0 °F - closed cup

Flash Point(C)

100.0 °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
BCCG7339
BCCC9136
BCCB8438
BCBW2006
BCBS6535V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

2,2′-Dihydroxyazobenzene 97%

Sigma-Aldrich

301787

2,2′-Dihydroxyazobenzene

4-Phenylazophenol 98%

Sigma-Aldrich

131083

4-Phenylazophenol

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
Daisuke Ishikawa et al.
Langmuir : the ACS journal of surfaces and colloids, 29(14), 4622-4631 (2012-12-20)
The growth processes of self-assembled monolayers (SAMs) of two azobenzene disulfides formed on flat gold surfaces were studied to confirm the effect of the intermolecular interactions between azobenzene molecules on the light-triggered surface morphologies of the SAMs. Scanning tunneling microscopy
C Renner et al.
The journal of peptide research : official journal of the American Peptide Society, 65(1), 4-14 (2005-02-03)
Over the last decades azobenzene has been the most widely used optical trigger for the synthesis of photoresponsive systems ranging from poly-alpha-amino acids to innovative materials with light-controlled mechanical and optical properties. More recently, its use in form of appropriate
Laura Maggini et al.
Nanoscale, 5(2), 634-645 (2012-12-12)
Photothermally responsive supramolecular polymers containing azobenzene units have been synthesised and employed as dispersants for multi-walled carbon nanotubes (MWCNTs) in organic solvents. Upon triggering the trans-cis isomerisation of the supramolecular polymer intermolecular interactions between MWCNTs and the polymer are established
Shiki Yagai et al.
Journal of the American Chemical Society, 134(44), 18205-18208 (2012-10-23)
We report a precise control over the hierarchy levels in the outstanding self-organization process shown by chiral azobenzene dimer 1. This compound forms uniform toroidal nanostructures that can hierarchically organize into chiral nanotubes under the control by temperature, concentration, or
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