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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
BCCG7339
BCCC9136
BCCB8438
BCBW2006
BCBS6535V

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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
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