Names | |
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IUPAC name
(E)-Diphenyldiazene
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Other names
Azobenzene
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Identifiers | |
3D model (JSmol)
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742610 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.002.820 |
EC Number |
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83610 | |
KEGG | |
PubChem CID
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RTECS number |
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C12H10N2 | |
Molar mass | 182.226 g·mol−1 |
Appearance | orange-red crystals[1] |
Density | 1.203 g/cm3[1] |
Melting point | 67.88 °C (trans), 71.6 °C (cis)[1] |
Boiling point | 300 °C (572 °F; 573 K)[1] |
6.4 mg/L (25 °C) | |
Acidity (pKa) | -2.95[2] |
-106.8·10−6 cm3/mol[3] | |
Refractive index (nD)
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1.6266 (589 nm, 78 °C)[1] |
Structure | |
sp2 at N | |
0 D (trans isomer) | |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards
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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
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Nitrosobenzene aniline |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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),[4] and are sometimes referred to as 'diazenes'. The diazenes absorb light strongly and are common dyes.[5] Different classes of azo dyes exist, most notably the ones substituted with heteroaryl rings.[6]