Home Chemistry Organic Building Blocks Alkenyls 1,2-Diphenylethene
Electrophilic Addition Reactions: Since stilbene contains a carbon-carbon double bond (C=C), it can undergo electrophilic addition reactions with electrophiles. For example, it can react with halogens (e.g., bromine or chlorine) to form dibromo- or dichloro-stilbenes.
Oxidation Reactions: Stilbene can be oxidized by various oxidizing agents to form stilbene epoxides or other oxygenated products. For instance, it can be converted to dibenzalacetone upon oxidation with a strong oxidizing agent like potassium permanganate.
Reduction Reactions: Stilbene can be reduced to form 1,2-diphenylethane, which involves breaking the carbon-carbon double bond. Common reducing agents like hydrogen gas and a metal catalyst (e.g., Pd/C), or sodium borohydride (NaBH4) can be used for this purpose.
Isomerization: Stilbene can undergo photochemical isomerization when exposed to ultraviolet (UV) light. This can result in the formation of its cis isomer, known as cis-stilbene.
Diels-Alder Reactions: Stilbene can participate in Diels-Alder reactions, especially with dienophiles that are electron-rich. This can lead to the formation of complex cyclic compounds.
Cross-Coupling Reactions: Stilbene can be used as a starting material for various cross-coupling reactions, such as Suzuki coupling, Heck reaction, or Sonogashira coupling, to introduce functional groups at its phenyl rings.
Halogenation: The phenyl rings in stilbene can be halogenated by using halogenating agents like bromine or chlorine. This can result in the substitution of hydrogen atoms with halogen atoms.
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(Z)-4-Acetoxy-3-(4-(methylsulfonyl) phenyl)-2-phenylbut-2-enoic acid
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