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  2. 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 ...

  3. Carbenium ion - Wikipedia

    en.wikipedia.org/wiki/Carbenium_ion

    The tert-butyl cation is a relatively stable carbenium ion. [1]A carbenium ion is a positive ion with the structure RR′R″C +, that is, a chemical species with carbon atom having three covalent bonds, and it bears a +1 formal charge.

  4. Carbocation - Wikipedia

    en.wikipedia.org/wiki/Carbocation

    In the present-day definition given by the IUPAC, a carbocation is any even-electron cation with significant partial positive charge on a carbon atom. They are further classified in two main categories according to the coordination number of the charged carbon: three in the carbenium ions and five in the carbonium ions .

  5. 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.

  6. Reimer–Tiemann reaction - Wikipedia

    en.wikipedia.org/wiki/Reimer–Tiemann_reaction

    The mechanism of the Reimer-Tiemann reaction. Chloroform (1) is deprotonated by a strong base (normally hydroxide) to form the chloroform carbanion (2) which will quickly alpha-eliminate to give dichlorocarbene (3); this is the principal reactive species.

  7. Ylide - Wikipedia

    en.wikipedia.org/wiki/Ylide

    An ylide (/ ˈ ɪ l aɪ d /) [1] or ylid (/ ˈ ɪ l ɪ d /) is a neutral dipolar molecule containing a formally negatively charged atom (usually a carbanion) directly attached to a heteroatom with a formal positive charge (usually nitrogen, phosphorus or sulfur), and in which both atoms have full octets of electrons.

  8. Alkylation - Wikipedia

    en.wikipedia.org/wiki/Alkylation

    The alkyl group may be transferred as an alkyl carbocation, a free radical, a carbanion, or a carbene (or their equivalents). [1] Alkylating agents are reagents for effecting alkylation. Alkyl groups can also be removed in a process known as dealkylation. Alkylating agents are often classified according to their nucleophilic or electrophilic ...

  9. Ion - Wikipedia

    en.wikipedia.org/wiki/Ion

    If the charge in an organic ion is formally centred on a carbon, it is termed a carbocation (if positively charged) or carbanion (if negatively charged). Formation Monatomic ions are formed by the gain or loss of electrons to the valence shell (the outer-most electron shell) in an atom.