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- Vinyl_cation abstract "A vinyl cation is a positively charged molecule (a cation) where the positive charge is located on a vinyl group (−CH=CH2).There is debate on whether a vinyl cation intermediate forms with the addition of a halide (H-X) compound to a terminal alkyne for hydrohalogenation reactions. Alternatively, some believe that the addition of H and Br in this case is actually concerted.In general, vinyl cations are less stable than alkyl cations due to the difference in hybridization of the carbon bearing the positive charge. Vinyl cations are located on sp carbons while alkyl cations are on sp2 carbons. Since sp carbons have less p-character than sp2 carbons, they are not able to donate more p-character to the positive charge located in the empty p-orbital, thus destabilizing it. Conjugation is not an important stabilizing feature in vinyl cations since the pi cloud is perpendicular to the empty p-orbital. However, hyperconjugation can stabilize the positive charge-containing carbon. Consequentely, vinyl cation stability is affected by the degree of substitution. Secondary vinyl cations are more stable than primary vinyl cations. A secondary vinyl cation is 29+ kcal / mol more stable than a primary vinyl cation in the case of the ethenyl cation (CH2=CH) vs propenyl cation (CH2=C-CH3).".
- Vinyl_cation wikiPageID "23122927".
- Vinyl_cation wikiPageRevisionID "586445403".
- Vinyl_cation hasPhotoCollection Vinyl_cation.
- Vinyl_cation subject Category:Carbocations.
- Vinyl_cation subject Category:Reactive_intermediates.
- Vinyl_cation type Abstraction100002137.
- Vinyl_cation type Chemical114806838.
- Vinyl_cation type Intermediate114921272.
- Vinyl_cation type Material114580897.
- Vinyl_cation type Matter100020827.
- Vinyl_cation type Part113809207.
- Vinyl_cation type PhysicalEntity100001930.
- Vinyl_cation type ReactiveIntermediates.
- Vinyl_cation type Relation100031921.
- Vinyl_cation type Substance100019613.
- Vinyl_cation comment "A vinyl cation is a positively charged molecule (a cation) where the positive charge is located on a vinyl group (−CH=CH2).There is debate on whether a vinyl cation intermediate forms with the addition of a halide (H-X) compound to a terminal alkyne for hydrohalogenation reactions.".
- Vinyl_cation label "Vinyl cation".
- Vinyl_cation sameAs m.064p0kh.
- Vinyl_cation sameAs Q7932942.
- Vinyl_cation sameAs Q7932942.
- Vinyl_cation sameAs Vinyl_cation.
- Vinyl_cation wasDerivedFrom Vinyl_cation?oldid=586445403.
- Vinyl_cation isPrimaryTopicOf Vinyl_cation.