Propargyl group: Difference between revisions

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Chemical structure of the propargyl group.

In organic chemistry, the propargyl group is a functional group of 2-propynyl with the structure CH≡C−CH₂−. It is an alkyl group derived from propyne (HC≡C−CH₃).

The term propargylic refers to a saturated position (sp³-hybridized) on a molecular framework next to an alkynyl group. The name comes from mix of propene and argentum, which refers to the typical reaction of the terminal alkynes with silver salts.

The term homopropargylic designates in the same manner

a saturated position on a molecular framework next to a propargylic group and thus two bonds from an alkyne moiety.^[1]
a 3-butynyl fragment, HC≡C−CH₂CH₂−, or substituted homologue.

References[edit]

^ Ferreira, Franck; Denichoux, Aurélien; Chemla, Fabrice; Bejjani, Joseph (2004). "Highly Diastereoselective Syntheses of Propargylic Acid and Homopropargylic Systems". Synlett (12): 2051–2065. doi:10.1055/s-2004-832816.

[1] Ferreira, Franck; Denichoux, Aurélien; Chemla, Fabrice; Bejjani, Joseph (2004). "Highly Diastereoselective Syntheses of Propargylic Acid and Homopropargylic Systems". Synlett (12): 2051–2065. doi:10.1055/s-2004-832816.

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+{{Short description|Chemical group (–CH₂C≡CH)}}
 [[Image:Propargyl.png|thumb|right|Chemical structure of the propargyl group.]]
-In [[organic chemistry]], '''propargyl''' is an [[alkyl]] [[functional group]] of 2-[[propynyl]] with the structure HC≡C−CH<sub>2</sub>−, derived from the [[alkyne]] [[propyne]].
+In [[organic chemistry]], the '''propargyl group''' is a [[functional group]] of 2-[[propynyl]] with the [[Chemical structure|structure]] {{chem2|CH\tC\sCH2\s}}. It is an [[alkyl]] group derived from [[propyne]] ({{chem2|HC\tC\sCH3}}).
-The term '''propargylic''' refers to a saturated position (''sp''<sup>3</sup>-hybridized) on a molecular framework next to an [[alkynyl]] group;
+The term '''propargylic''' refers to a [[Saturated and unsaturated compounds|saturated]] position ([[Orbital hybridisation#sp3|''sp''<sup>3</sup>-hybridized]]) on a molecular framework next to an [[alkynyl]] group. The name comes from mix of ''propene'' and ''argentum'', which refers to the typical reaction of the terminal alkynes with [[silver salts]].
 The term '''homopropargylic''' designates in the same manner
-* a saturated position on a molecular framework next to a propargylic group and thus two bonds from an [[alkyne]] moiety;
+* a saturated position on a molecular framework next to a propargylic group and thus two bonds from an [[alkyne]] moiety.<ref>{{cite journal|last1=Ferreira|first1=Franck|last2=Denichoux|first2=Aurélien|last3=Chemla|first3=Fabrice|last4=Bejjani|first4=Joseph|title=Highly Diastereoselective Syntheses of Propargylic Acid and Homopropargylic Systems|journal=[[Synlett]]|date=2004|issue=12|pages=2051–2065|doi=10.1055/s-2004-832816}}</ref>
-* a fragment HC<math>\equiv</math>C-CH<sub>2</sub>CH<sub>2</sub>-, or substituted homologue.
+* a 3-butynyl fragment, {{chem2|HC\tC\sCH2CH2\s}}, or substituted homologue.
 ==See also==
+* [[:Category:Alkenyl groups|Alkenyl groups]]
-* [[Allyl|Allyl/Allylic]]
+** [[Allyl]]
-* [[Benzyl#Benzylic position|Benzylic]]
-* [[Acetylenic]]
+** [[Vinyl group]]
-* [[Vinylic]]
+* [[Ethynyl radical|Ethynyl]]
 * [[Propargyl chloride]]
 * [[Propargyl alcohol]]
+* [[Propargyl bromide]]
+* [[Propiolic acid]]
+==References==
-[[Category:Functional groups]]
+{{Reflist}}
-[[Category:Alkynes]]
+{{Commonscat}}
+[[Category:Alkynyl groups]]
-{{hydrocarbon-stub}}
+[[Category:Propargyl compounds| ]]
+[[Category:Functional groups]]
-[[de:Propargylgruppe]]
-[[fr: propargylique]]
-[[ja:プロパルギル基]]
-[[sv:Propargylgrupp]]

Latest revision as of 08:27, 3 February 2023

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References[edit]