(Z)-stilbene
Sign in to saveAlso known as (Z)-(1,2-ethenediyl)-1,1-bisbenzene, 1,1'-(Z)-ethene-1,2-diyldibenzene, (Z)-1,1'-(1,2-ethenediyl)bisbenzene, [(Z)-2-phenylethenyl]benzene, cis-stilbene, cis-diphenylethene, cis-1,2-diphenylethylene, (Z)-1,2-diphenylethylene
'(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 , which means shining.
Wikidata facts
Show 7 more facts
- different from
- (E)-stilbene
- chemical formula
- C₁₄H₁₂
- found in taxon
- Rheum rhaponticum
- canonical SMILES
- C1=CC=C(C=C1)C=CC2=CC=CC=C2
- isomeric SMILES
- C1=CC=C(C=C1)/C=C\C2=CC=CC=C2
- ionization energy
- 7.80
- melting point
- -5
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Encyclopedic overview
5 sectionsContents
- Isomers
- Uses
- Properties
- Natural occurrence
- 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 , 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 43° out-of-plane and prevent conjugation. (Z)-Stilbene has a melting point of , while (E)-stilbene melts around , illustrating that the two compounds are quite different.
Excerpted from Wikipedia’s “(Z)-stilbene” article, available under the CC BY-SA 4.0 licence.