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424633

Sigma-Aldrich

Azobenzene

98%

Sinonimo/i:

1,2-Diphenyldiazene; Diphenyldiazene

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About This Item

Formula condensata:
C6H5N=NC6H5
Numero CAS:
103-33-3
Peso molecolare:
182.22
Beilstein:
1819138
Numero CE:
203-102-5
Numero MDL:
MFCD00003022
Codice UNSPSC:
12171500
ID PubChem:
24866581
NACRES:
NA.47

Tensione di vapore

1 mmHg ( 104 °C)

Livello qualitativo

100

Saggio

98%

Forma fisica

powder or crystals

Temp. autoaccensione

890 °F

P. eboll.

293 °C (lit.)

Punto di fusione

65-68 °C (lit.)

Densità

1.09 g/mL at 25 °C (lit.)

applicazioni

diagnostic assay manufacturing
hematology
histology

Temperatura di conservazione

room temp

Stringa SMILE

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+
DMLAVOWQYNRWNQ-BUHFOSPRSA-N

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Categorie correlate

Descrizione generale

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.

Applicazioni

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.

Avvertenze

Danger

Indicazioni di pericolo

H302 + H332,H341,H350,H373,H410

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

212.0 °F - closed cup

Punto d’infiammabilità (°C)

100.0 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificati d'analisi (COA)

Lot/Batch Number
BCCL3292
BCCK0887
BCCG7339
BCCC9136
BCCB8438

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Sigma-Aldrich

301787

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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
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
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
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