(Z)-Stilbene

(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

SMILES

c2(\C=C/c1ccccc1)ccccc2

InChI

InChI=1S/C14H12/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-12H/b12-11-^Y
Key: PJANXHGTPQOBST-QXMHVHEDSA-N^Y
InChI=1/C14H12/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-12H/b12-11-
Key: PJANXHGTPQOBST-QXMHVHEDBW

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

Y (verify) (what is: Y/N?)
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.^{[citation needed]} (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

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 a diarylethene, a conjugated alkene.

Stilbene can undergo photoisomerization under the influence of UV light.

Stilbene can undergo stilbene photocyclization, an intramolecular reaction.

(Z)-Stilbene can undergo electrocyclic reactions.

Categories:
Luminescence
Fluorescent dyes
Phosphors and scintillators
Laser gain media
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
SMILES c2(\C=C/c1ccccc1)ccccc2
InChI InChI=1S/C14H12/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-12H/b12-11-^Y Key: PJANXHGTPQOBST-QXMHVHEDSA-N^Y InChI=1/C14H12/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-12H/b12-11- Key: PJANXHGTPQOBST-QXMHVHEDBW
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
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Игры ⚽ Нужна курсовая?

Look at other dictionaries:

Stilbene — Stilbène Stilbène Représentation topologiq … Wikipédia en Français
Stilbène — Représentation topologique du (E)et du (Z) stilbène … Wikipédia en Français
STILBÈNE — Hydrocarbure de formule:C6H5 CH face=F0019略CH C6H5 Le stilbène existe sous deux formes: Le trans stilbène : Point de fusion: 124 0C Point d’ébullition: 307 0C Cristallise en prismes monocliniques. Insoluble dans l’eau, soluble dans l’éthanol,… … Encyclopédie Universelle
Stilbene — may refer to:* (E) Stilbene * (Z) Stilbene … Wikipedia
Stilbene — Stil bene, n. [See {Stilbite}.] (Chem.) A hydrocarbon, {C14H12}, produced artificially in large, fine crystals; called also {diphenyl ethylene}, {toluylene}, etc. [1913 Webster] … The Collaborative International Dictionary of English
stilbene — [stil′bēn΄] n. [< Gr stilbein, to glitter + ENE] a crystalline hydrocarbon, C6H5CH:CHC6H5, used in the manufacture of dyes and as a crystal scintillation detector … English World dictionary
stilbene dye — noun : any of a class of usually yellow to orange direct cotton azo dyes derived from stilbene; also : any of various fluorescent brighteners derived from stilbene … Useful english dictionary
stilbene — noun Etymology: International Scientific Vocabulary, from Greek stilbein to glitter Date: circa 1868 an aromatic hydrocarbon C14H12 used as a phosphor and in making dyes; also a compound derived from stilbene … New Collegiate Dictionary
stilbene — /stil been/, n. Chem. a colorless to slightly yellow, crystalline, water insoluble solid, C14H12, used chiefly in the manufacture of dyes (stilbene dyes). [1865 70; < Gk stilb (s. of stílbein to shine) + ENE] * * * … Universalium
stilbene — 1. C6H5CH=CHC6H5; α,β diphenylethylene; an unsaturated hydrocarbon, the nucleus of stilbestrol and other synthetic estrogenic compounds. 2. A class of compounds based on s. (1). * * * stil·bene stil .bēn n … Medical dictionary
stilbene — stilbenas statusas T sritis chemija formulė C₆H₅CH=CHC₆H₅ atitikmenys: angl. stilbene rus. стильбен ryšiai: sinonimas – 1,2 difeniletenas … Chemijos terminų aiškinamasis žodynas

Academic Dictionaries and Encyclopedias

(Z)-Stilbene

Isomers

Uses

Chemistry

Look at other dictionaries:

Share the article and excerpts

Academic Dictionaries and Encyclopedias

Wikipedia

(Z)-Stilbene

Isomers

Uses

Chemistry

Look at other dictionaries:

Share the article and excerpts

Direct link