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For the class of antioxidant compounds that share the same chemical skeleton see stilbenoids.
trans-stilbene - skeletal formula
trans-stilbene - ball-and-stick model
IUPAC name
Other names
(E)-Stilbene, trans-Stilbene, trans-1,2-Diphenylethylene
103-30-0 YesY
ChEBI CHEBI:36007 YesY
ChEMBL ChEMBL113028 YesY
ChemSpider 553649 YesY
Jmol-3D images Image
PubChem 638088
Molar mass 180.25 g·mol−1
Appearance Solid
Density 0.9707 g/cm3
Melting point 122 to 125 °C (252 to 257 °F; 395 to 398 K)
Boiling point 305 to 307 °C (581 to 585 °F; 578 to 580 K)
Practically insoluble
MSDS External MSDS
NFPA 704
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g., canola oil Health code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentine Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
Flash point >112 °C (234 °F)
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

(E)-Stilbene, is a diarylethene, i.e., a hydrocarbon consisting of a trans ethene double bond substituted with a phenyl group on both carbon atoms of the double bond. The name stilbene is derived from the Greek word stilbos, which means shining.


Stilbene exists as two possible isomers. The first is trans-1,2-diphenylethylene, called (E)-stilbene or trans-stilbene. The second is cis-1,2-diphenylethylene, called (Z)-stilbene or cis-stilbene, and is sterically hindered and less stable because the steric interactions force the aromatic rings out-of-plane and prevent conjugation.[citation needed] (Z)-Stilbene has a melting point of 5–6 °C (41–43 °F), while (E)-stilbene melts around 125 °C (257 °F), illustrating the two compounds are quite different in their physical properties.

Table 1. Vapor pressures[1]

Isomer Temperature, °C Vapor pressure, kPa
cis-stilbene 100 0.199
cis-stilbene 125 0.765
cis-stilbene 150 2.51
trans-stilbene 150 0.784



  • Stilbene will typically have the chemistry of a conjugated alkene, i.e., a diarylethene.
  • Trans- and cis-stilbene can interconvert under the influence of light.


  1. ^ Lide, David (1995). CRC Handbook of Chemistry and Physics, 76th edition. USA: CRC Press, Inc. pp. 6–107. ISBN 0-8493-0476-8. 

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