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  2. Carbocation - Wikipedia

    en.wikipedia.org/wiki/Carbocation

    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]

  3. Carbanion - Wikipedia

    en.wikipedia.org/wiki/Carbanion

    A carbanion is one of several reactive intermediates in organic chemistry. In organic synthesis, organolithium reagents and Grignard reagents are commonly treated and referred to as "carbanions." This is a convenient approximation, although these species are generally clusters or complexes containing highly polar, but still covalent bonds metal ...

  4. Carbonium ion - Wikipedia

    en.wikipedia.org/wiki/Carbonium_ion

    The 2-Norbornyl cation is one of the best characterized carbonium ion. It is the prototype for non-classical ions. As indicated first by low-temperature NMR spectroscopy and confirmed by X-ray crystallography, [1] it has a symmetric structure with an RCH 2 + group bonded to an alkene group, stabilized by a bicyclic structure.

  5. Benzyl group - Wikipedia

    en.wikipedia.org/wiki/Benzyl_group

    For example, (C 6 H 5)(CH 3) 2 C + is referred to as a "benzylic" carbocation. The benzyl free radical has the formula C 6 H 5 CH 2 •. The benzyl cation or phenylcarbenium ion is the carbocation with formula C 6 H 5 CH + 2; the benzyl anion or phenylmethanide ion is the carbanion with the formula C 6 H 5 CH − 2.

  6. Substitution reaction - Wikipedia

    en.wikipedia.org/wiki/Substitution_reaction

    Substitution reactions in organic chemistry are classified either as electrophilic or nucleophilic depending upon the reagent involved, whether a reactive intermediate involved in the reaction is a carbocation, a carbanion or a free radical, and whether the substrate is aliphatic or aromatic. Detailed understanding of a reaction type helps to ...

  7. E1cB-elimination reaction - Wikipedia

    en.wikipedia.org/wiki/E1cB-elimination_reaction

    An example of the E1cB reaction mechanism in the degradation of a hemiketal under basic conditions. The E1cB elimination reaction is a type of elimination reaction which occurs under basic conditions, where the hydrogen to be removed is relatively acidic, while the leaving group (such as -OH or -OR) is a relatively poor one.

  8. Vinyl cation - Wikipedia

    en.wikipedia.org/wiki/Vinyl_cation

    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.

  9. Methenium - Wikipedia

    en.wikipedia.org/wiki/Methenium

    It is a carbocation and an enium ion, making it the simplest of the carbenium ions. [3] ... The carbon atom is a prototypical (and exact) example of sp 2 hybridization.