(Z)-Stilbene

For the class of antioxidant compounds that share the same chemical skeleton see stilbenoids.
(Z)-Stilbene
IUPAC name

cis-1,2-Diphenylethylene
(Z)-1,2-Diphenylethene
Other names

cis-Stilbene
Identifiers
CAS number 645-49-8 Y
PubChem 5356785
ChemSpider 4512351 Y
EC number 211-445-7
ChEBI CHEBI:36008 Y
ChEMBL CHEMBL393702 Y
Jmol-3D images Image 1
Properties
Molecular formula C14H12
Molar mass 180.25 g mol−1
Appearance Liquid
Melting point

5-6 °C
Boiling point

82–84 °C at 0.4 mmHg
Solubility in water Practically insoluble
Hazards
MSDS Oxford MSDS
R-phrases R36 R38
S-phrases S26 S36
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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

Isomers

Stilbene exists as two possible isomers known as (E)-stilbene and (Z)-stilbene. (Z)-Stilbene 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 that the two compounds are quite different.

Uses

Chemistry