(E)-Stilbene

(E)-Stilbene
Identifiers
CAS number 103-30-0 Y
PubChem 638088
ChemSpider 553649 Y
ChEBI CHEBI:36007 Y
ChEMBL CHEMBL113028 Y
Jmol-3D images Image 1
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Properties
Molecular formula C14H12
Molar mass 180.25 g mol−1
Appearance Solid
Density 0.9707 g/cm3
Melting point

122-125 °C

Boiling point

305-307 °C

Solubility in water Practically insoluble
Hazards
MSDS External MSDS
NFPA 704
1
1
0
Flash point >112 °C
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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.

Contents

Isomers

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. (Z)-Stilbene has a melting point of 5-6 °C, while (E)-stilbene melts around 125 °C, 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

Uses

Chemistry

References

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

Intercoversion Facts

1)Trans stilbene can be converted to Cis stilbene under influence of UV light.

2)Cis stilbene can be converted to trans stilbene by refluxing cis isomer with Iodine Crystal in presence of high boiler solvent such as DMF.

External links