Allyl

Allyl

An allyl group is an alkene hydrocarbon group with the formula H2C=CH-CH2-. It is made up of a vinyl group, CH2=CH-, attached to a methylene -CH2. For example allyl alcohol has the structure H2C=CH-CH2OH . Compounds containing the allyl group are often referred to as being allylic.

Allylic carbons are sp³ hybridized; vinylic carbons are sp² hybridized.

The site of the saturated carbon atom, where the vinyl group attaches (e.g. next to the OH in allyl alcohol) is called the allylic position or allylic site. A group, such as -OH, attached at an allylic site is sometimes described as allylic. Two examples of simple allyl compounds are allyl chloride and allyl alcohol.

Substituted versions of the above, such as the "trans"-but-2-en-1-yl or "crotyl" group (CH3CH=CH-CH2-) may be also referred to as allylic groups.

Allylic methylene groups show special reactivity such as demonstrated in allylic oxidations, ene reactions and the Trost asymmetric allylic alkylation.

See also

* Naloxone
* Dimethylallyl pyrophosphate
* Allylic rearrangement
* Allyl alcohol
* Diallyllysergamide
* Propylene
* Isoprene
* Terpene


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  • Allȳl — (Chem.), C6H5, Radical, welches sich im Knoblauchöl, Senföl u. mehreren Derivaten dieser Körper, z.B. dem Sinapolin, Sinamin, dem Thiosinamin etc. findet; entsteht durch Einwirkung von Natrium auf Allyljodür u. bildet eine flüchtige, ätherartige …   Pierer's Universal-Lexikon

  • Allyl — Al lyl, n. [L. allium garlic + yl.] (Chem.) An organic radical, {C3H5}, existing especially in oils of garlic and mustard. [1913 Webster] …   The Collaborative International Dictionary of English

  • Allȳl — C3H5, oder CH2.CH.CH2, Radikal der Alkylverbindungen …   Meyers Großes Konversations-Lexikon

  • Allyl... — Allyl...   [zu lateinisch allium »Knoblauch«] das, s/ e, Bezeichnung der chemischen Nomenklatur für die einbindige Atomgruppierung CH2 CH = CH2 …   Universal-Lexikon

  • allyl — [al′il] n. [ ALL(IUM) + YL] Chem. the radical H2C:CHCH2 allylic [ə lil′ik, alil′ik] adj …   English World dictionary

  • allyl — /al il/, Chem. adj. 1. containing the allyl group. n. 2. the allyl group. [1850 55; < L all(ium) garlic + YL] * * * …   Universalium

  • Allyl — Allylgruppe. Als Allylgruppe wird in der organischen Chemie ein ungesättigter Kohlenwasserstoffrest bezeichnet, der die Formel H2C=CH–CH2– hat, also eine 2 Propenyl Gruppe darstellt. Es handelt sich dabei formal um eine Vinylgruppe H2C=CH–, an… …   Deutsch Wikipedia

  • allyl — adj. containing the allyl group (Chemistry) …   English contemporary dictionary

  • allyl- — alil statusas T sritis chemija apibrėžtis Grupė. formulė CH₂=CHCH₂– atitikmenys: angl. allyl rus. аллил ryšiai: sinonimas – 2 propenil …   Chemijos terminų aiškinamasis žodynas

  • Allyl chloride — Allyl chloride …   Wikipedia

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