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The vinyl cation is a carbocation with the positive charge on an alkene carbon. Its empirical formula of the parent ion is C 2 H + 3.Vinyl cation are invoked as reactive intermediates in solvolysis of vinyl halides, [1] [2] as well as electrophilic addition to alkynes and allenes.
However, reactions that would require the formation of unstable carbocations (methyl, vinyl, aryl or primary carbon) proceed via S N 2 mechanism. The hydrohalic acid also plays an important role, as the rate of reaction is greater with hydroiodic acid than with hydrobromic acid. Hydrochloric acid only reacts under more rigorous conditions.
A carbocation is an ion with a positively charged carbon atom. Among the simplest examples are the methenium CH + 3, methanium CH + 5, acylium ions RCO +, and vinyl C 2 H + 3 cations. [2] Until the early 1970s, carbocations were called carbonium ions. [3]
In organic chemistry, vinylation is the process of attaching a vinyl group (CH 2 =CH−) to a substrate. Many organic compounds contain vinyl groups, so the process has attracted significant interest, especially since the reaction scope includes substituted vinyl groups. The reactions can be classified according to the source of the vinyl group.
This forms a carbocation intermediate, and the X then bonds to the positive carbon that is available, as in the following two-step reaction. [4] CH 2 CH 2 + HX → CH 2 CH + 3 + X − CH 2 CH + 3 + X − → CH 2 XCH 3. Similarly, in an H 2 O addition reaction, the pi bond of an alkene acts as a nucleophile and bonds with the proton of an [H 3 ...
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However, the BEP principle cannot justify why the energy is lower. Using Hammond's postulate, the lower energy of the tertiary transition state means that its structure is relatively closer to its reactants R(tertiary)-X than to the carbocation product when compared to the secondary case.
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