Stilbene
Stilbene may refer to one of the two stereoisomers of 1,2-diphenylethene: * (''E'')-Stilbene (''trans'' isomer) * (''Z'')-Stilbene (''cis'' isomer) See also * Stilbenoids, a class of molecules found in plants * 1,1-Diphenylethylene 1,1-Diphenylethylene is an aromatic hydrocarbon with chemical formula CH. Properties 1,1-Diphenylethylene mediates the radical polymerization of methyl acrylate or styrene. Meditation by 1,1-Diphenylethylene generates low molecular weight polymer ...

(E)-Stilbene
(''E'')-Stilbene, commonly known as ''trans''-stilbene, is an organic compound represented by the condensed structural formula CHCH=CHCH. Classified as a diarylethene, it features a central ethylene moiety with one phenyl group substituent on each end of the carbon–carbon double bond. It has an (''E'') stereochemistry, meaning that the phenyl groups are located on opposite sides of the double bond, the opposite of its geometric isomer, ''cis''-stilbene. ''Trans''-stilbene occurs as a white crystalline solid at room temperature and is highly soluble in organic solvents. It can be converted to ''cis''-stilbene photochemically, and further reacted to produce phenanthrene. Stilbene was discovered in 1843 by the French chemist Auguste Laurent. The name "stilbene" is derived from the Greek word ''στίλβω'' (''stilbo''), which means "I shine", on account of the lustrous appearance of the compound. Isomers Stilbene exists as two possible stereoisomers. One is ''trans ...
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Stilbenoid
Stilbenoids are hydroxylated derivatives of stilbene. They have a C6–C2–C6 structure. In biochemical terms, they belong to the family of phenylpropanoids and share most of their biosynthesis pathway with chalcones. Most stilbenoids are produced by plants, and the only known exception is the antihelminthic and antimicrobial stilbenoid, 2-isopropyl-5- ''E'')-2-phenylvinylenzene-1,3-diol, biosynthesized by the Gram-negative bacterium '' Photorhabdus luminescens.'' Chemistry Stilbenoids are hydroxylated derivatives of stilbene and have a C6–C2–C6 structure. They belong to the family of phenylpropanoids and share most of their biosynthesis pathway with chalcones. Under UV irradiation, stilbene and its derivatives undergo intramolecular cyclization, called stilbene photocyclization to form dihydrophenanthrenes. Oligomeric forms are known as oligostilbenoids. Types ;Aglycones * Piceatannol in the roots of Norway spruces * Pinosylvin is a fungal toxin protecting wood f ...
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(Z)-Stilbene
(''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. 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. Properties * Stilbene will typically have the chemistry of a diarylethene, a conjugated alkene. * Stilbene can undergo photoisomerization under the influence of UV light. * Stilbene c ...
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Stereoisomer
In stereochemistry, stereoisomerism, or spatial isomerism, is a form of isomerism in which molecules have the same molecular formula and sequence of bonded atoms (constitution), but differ in the three-dimensional orientations of their atoms in space. This contrasts with structural isomers, which share the same molecular formula, but the bond connections or their order differs. By definition, molecules that are stereoisomers of each other represent the same structural isomer. Enantiomers Enantiomers, also known as optical isomers, are two stereoisomers that are related to each other by a reflection: they are mirror images of each other that are non-superposable. Human hands are a macroscopic analog of this. Every stereogenic center in one has the opposite configuration in the other. Two compounds that are enantiomers of each other have the same physical properties, except for the direction in which they rotate polarized light and how they interact with different optical isom ...
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