Azobenzene

Azobenzene is a photoswitchable chemical compound composed of two phenyl rings linked by a N=N double bond. It is the simplest example of an aryl azo compound. The term 'azobenzene' or simply 'azo' is often used to refer to a wide class of similar compounds. These azo compounds are considered as derivatives of diazene (diimide), and are sometimes referred to as 'diazenes'. The diazenes absorb light strongly and are common dyes.

Azobenzene
Names
IUPAC name
(E)-Diphenyldiazene
Other names
Azobenzene
Identifiers
3D model (JSmol)
742610
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.820
EC Number
  • 203-102-5
83610
KEGG
RTECS number
  • CN1400000
UNII
  • InChI=1S/C12H10N2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10H/b14-13+ Y
    Key: DMLAVOWQYNRWNQ-BUHFOSPRSA-N Y
  • InChI=1/C12H10N2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10H/b14-13+
    Key: DMLAVOWQYNRWNQ-BUHFOSPRBP
  • N(=N/c1ccccc1)\c2ccccc2
Properties
C12H10N2
Molar mass 182.226 g·mol−1
Appearance orange-red crystals
Density 1.203 g/cm3
Melting point 67.88 °C (trans), 71.6 °C (cis)
Boiling point 300 °C (572 °F; 573 K)
6.4 mg/L (25 °C)
Acidity (pKa) -2.95
-106.8·10−6 cm3/mol
1.6266 (589 nm, 78 °C)
Structure
sp2 at N
0 D (trans isomer)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 toxic
GHS labelling:
Danger
H302, H332, H341, H350, H373, H410
P201, P202, P260, P261, P264, P270, P271, P273, P281, P301+P312, P304+P312, P304+P340, P308+P313, P312, P314, P330, P391, P405, P501
Flash point 476 °C (889 °F; 749 K)
Related compounds
Related compounds
 Nitrosobenzene aniline
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.