(Z)-Stilbene

(Z)-Stilbene
(Z)-Stilbene molecule
Names
IUPAC names
cis-1,2-Diphenylethylene
(Z)-1,2-Diphenylethene
Other names
cis-Stilbene
Identifiers
645-49-8 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:36008 YesY
ChEMBL ChEMBL393702 YesY
ChemSpider 4512351 YesY
ECHA InfoCard 100.010.406
EC Number 211-445-7
PubChem 5356785
Properties
C14H12
Molar mass 180.25 g·mol−1
Appearance Liquid
Melting point 5 to 6 °C (41 to 43 °F; 278 to 279 K)
Boiling point 307 °C (585 °F; 580 K) at 1 atm (82°C to 84°C at 0.4 mmHg)
Practically insoluble
Hazards
Safety data sheet Oxford MSDS
R-phrases R36 R38
S-phrases S26 S36
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
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 (41–43 °F), while (E)-stilbene melts around 125 °C (257 °F), illustrating that the two compounds are quite different.

Uses

Properties

Natural Occurrence

Many stilbene derivatives (stilbenoids) are present naturally in plants. An example is resveratrol and its cousin, pterostilbene.

This article is issued from Wikipedia - version of the 3/16/2016. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.