Vinyl group

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The vinyl group ( marked in blue ) as a functional group in any molecule (top), vinyl chloride (middle) and styrene (bottom)

In organic chemistry, the vinyl group is the very reactive ethene residue (formerly ethylene residue ), i.e. the atomic group R – CH = CH 2 . The systematic name is ethenyl group . The term "vinyl" comes from the Latin vinum ( wine ), because it was previously believed that there was vinyl alcohol in wine.

synthesis

Vinyl ethers , vinyl chloride and acrylonitrile are synthetically accessible through Reppe syntheses .

Properties and use

The vinyl group is structurally closely related to the allyl group , which contains an additional -CH 2 unit. In vinyl aromatics (such as styrene ) the π electrons are delocalized over all double bonds. Depending on the substituents on the aromatic, the vinylic double bond can therefore be electron poor or electron rich.

Addition reactions are typical of vinyl groups . Therefore, vinyl compounds are often used as monomers in polymerization reactions . The best-known example of a monomer with a vinyl group is vinyl chloride , from which polyvinyl chloride (PVC) is formed through polymerization . Colloquially, PVC, PVC products and records made from PVC are also known as vinyl .

See also

Individual evidence

  1. Entry on vinylic groups . In: IUPAC Compendium of Chemical Terminology (the “Gold Book”) . doi : 10.1351 / goldbook.V06622 Version: 2.1.5.
  2. Entry on vinyl .... In: Römpp Online . Georg Thieme Verlag, accessed on June 13, 2014.