A carbanion is an anion in which carbon has an unshared pair of electrons and bears a negative charge usually with three substituents for a total of eight valence electrons. The carbanion exists in a trigonal planar geometry. Formally a carbocation is the conjugate base of a carbon acid. An anion is an ion with negative charge. ... General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Atomic mass 12. ... Properties The electron is a fundamental subatomic particle that carries a negative electric charge. ... ǃǁɚɵ A generic trigonal planar molecule showing ideal bond angle. ... In the field of chemistry, in the Brønsted-Lowry (protonic) theory of acids and bases, a conjugate base is the basic member, X-, of a pair of compounds that differ only by the presence or absence of a proton at a certain position. ...

R₃C-H + B⁻ → R₃C⁻ + H-B

where B stands for the base.

A carbanion is a nucleophile. The stability and reactivity of a carbanion is determined by several factors. these include: In chemistry, a nucleophile (literally nucleus lover) is a reagent which is attracted to centres of positive charge. ...

1) The inductive effect. Electronegative atoms adjacent to the charge will stabalise the charge. 2) Hybridisation of the charge-bearing atom. The greater the s-character of the charge-bearing atom, the more stable the anion. 3) The extent of conjugation of the anion. Resonance effects (conjugation) can stabalise the anion The inductive effect is associated with the dipole moment of the compound R-X. If X is at the negative end of a dipole moment, it will draw electrons from the ring and produce -I effect. ... In genetics, hybridisation is the process of mixing different species or varieties of organisms. ... The word conjugation has several meanings: Grammatical conjugation is the modification of a verb from its basic form. ...

A carbanion is a reactive intermediate and is encountered in organic chemistry for instance in the E1cB elimination reaction and in organometallic chemistry in for instance a Grignard reaction or in alkyl lithium chemistry. Stable carbanions do however exist. In 1984 Olmstead presented the lithium crown ether salt of the diphenylmethyl carbanion from diphenylmethane, butyl lithium and 12-crown-4 at low temperatures ^[1]. In chemistry a reactive intermediate is a short-lived high energy highly reactive molecule. ... Organic chemistry is the scientific study of the structure, properties, composition, reactions, and synthesis of organic compounds that by definition contain carbon. ... The E1cB reaction mechanism The E1cB elimination reaction is a special type of elimination reaction in organic chemistry. ... Organometallic chemistry is the study of chemical compounds containing bonds between carbon and a metal. ... A Grignard Reagent is an alkyl- or aryl- magnesium halide. ... Crown ethers are heterocyclic chemical compounds that, in their simplest form, are cyclic oligomers of ethylene oxide. ... A magnified crystal of a salt (halite/sodium chloride) In chemistry, a salt is any ionic compound composed of positively charged cations and negatively charged anions, so that the product is neutral and without a net charge. ... Crown ethers are heterocyclic chemical compounds that, in their simplest form, are cyclic oligomers of ethylene oxide. ...

References

^[1] The isolation and x-ray structures of lithium crown ether salts of the free phenyl carbanions [CHPh2]- and [CPh3]- Marilyn M. Olmstead, Philip P. Power; J. Am. Chem. Soc.; 1985; 107(7); 2174-2175. DOI abstract The Journal of the American Chemical Society (usually abbreviated as , or JACS), is a peer-reviewed scientific journal, published since 1879 by the American Chemical Society. ...