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150738

Sigma-Aldrich

Azobenzene

96%

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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:
24849059
Pricing and availability is not currently available.

vapor pressure

1 mmHg ( 104 °C)

Assay

96%

autoignition temp.

890 °F

bp

293 °C (lit.)

mp

65-68 °C (lit.)

density

1.09 g/mL at 25 °C (lit.)

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

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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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBD5554
00722JJ
01431MH
S38979
02619ME

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Fastest thermal isomerization of an azobenzene for nanosecond photoswitching applications under physiological conditions.
Jaume Garcia-Amorós et al.
Angewandte Chemie (International ed. in English), 51(51), 12820-12823 (2012-11-13)
P S Ramanujam et al.
Optics express, 21(2), 1812-1819 (2013-02-08)
We demonstrate a new type of anisotropy in thin films of amorphous azobenzene polymers induced between 570 and 633 nm, where the absorbance in the film is on the order of 0.05. The anisotropy has a pronounced radial contribution. This
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
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
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.
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