(E)-Stilbene

(E)-Stilbene

Chembox new
Name = ("E")-Stilbene
ImageFile = Stilbene_trans_structure.svg‎
ImageSize = 150px
ImageName = trans-stilbene - skeletal formula
ImageFile1 = Trans-stilbene-from-xtal-3D-balls.png ImageSize1 = 200px
ImageName1 = trans-stilbene - ball-and-stick model
IUPACName = "trans"-1,2-Diphenylethylene
("E")-1,2-Diphenylethene
OtherNames = ("E")-Stilbene; "trans"-Stilbene
Section1 = Chembox Identifiers
CASNo = 103-30-0
SMILES = C(=Cc1ccccc1)c2ccccc2
Section2 = Chembox Properties
Formula = C14H12
MolarMass = 180.25 g/mol
Appearance = Solid
Solubility = Practically insoluble
MeltingPt = 122-125 °C
BoilingPt = 305-307 °C
Section7 = Chembox Hazards
FlashPt = >112 °C
ExternalMSDS = External MSDS
NFPA-H = 1 | NFPA-F = 1 | NFPA-R = 0

("E")-Stilbene, is a diarylethene, that is a hydrocarbon consisiting of an trans ethene double bond substituted with an 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. 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 conjugationFact|date=July 2008. ("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.

Uses

* Stilbene is used in manufacture of dyes and optical brighteners, and also as a phosphor and a scintillator.

* Stilbene is one of the gain mediums used in dye lasers.

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

Chemistry

* Stilbene will typically have the chemistry of an conjugated alkene, that is a diarylethene.

* "Trans"- and "cis"-stilbene can interconvert under the influence of light.

External References

* [http://newsearchch.chemexper.com/cheminfo/servlet/org.dbcreator.MainServlet?searchTemplate=rn.value=%3D%3F&action=PowerSearch&format=ccd&options=brandqtyoffer&target=entry&searchValue=103-30-0 (E)-Stilbene on ChemExper]


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