In organic chemistry, a carbanion is an anion in which carbon is negatively charged.[failed verification] Formally, a carbanion is the conjugate base of...

chemical reaction used in organic chemistry of stabilized phosphonate carbanions with aldehydes (or ketones) to produce predominantly E-alkenes. In 1958...

molecular entity. Finally, conjugate base refers to the formation of the carbanion intermediate, which is the conjugate base of the starting material. E1cB...

In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group (−C(=O)−OH) attached to an R-group. The general formula of a...

Current consensus suggests that the mechanism proceeds through a stabilized carbanion at the C6 after loss of carbon dioxide. This mechanism was suggested from...

(N≡CCH2–), a type of nitrile group The cyanomethyl radical (N≡CCH2·) The cyanomethyl carbanion (N≡CCH2−) Ethynyl Hydroxymethyl Trifluoromethyl v t e...

as an acid by donating its proton and forming a carbanion. Normally, reactions that form carbanions are highly unfavorable, but the positive charge on...

Wittig rearrangement requires strongly basic conditions, however, as a carbanion intermediate is essential. [1,2]-Wittig rearrangement is a competitive...

by decarboxylation, followed by hydrolysis of the resulting stabilized carbanion. ZCH2CO2CH3 + I− + H2O → ZCH3 + CH3I + CO2 + OH− The reaction is carried...

reluctant to form enolates. This barrier arises because the resulting carbanion cannot exist in conjugation with the carbonyl pi-bond. Geluk, H. W.; Keizer...

alkyl group may be transferred as an alkyl carbocation, a free radical, a carbanion, or a carbene (or their equivalents). Alkylating agents are reagents for...

groups, which make the adjacent methylene hydrogen acidic enough to form a carbanion when reacted with the base, B:. For the alkene (the Michael acceptor)...

with the methylene group acting as the leaving group. The generated carbanion is then protonated by the H-B species to form the product. In the case...

example a tosylate by reaction with tosyl chloride. Added base forms a carbanion which displaces the tosylate group in a nucleophilic displacement to an...

formation of a carbon–nitrogen bond through the reaction of a nucleophilic carbanion with an electrophilic source of nitrogen. Electrophilic amination reactions...

right. A carbanion is an organic molecule where a carbon atom is not electron deficient but contain an overall negative charge. Carbanions are strong...

dipolar molecule containing a formally negatively charged atom (usually a carbanion) directly attached to a heteroatom with a formal positive charge (usually...

lithium diisopropylamide and sodium hydride. Stabilization of the resultant carbanion is provided by the S(O)R group. The sodium derivative of DMSO formed in...

with pKa 8.95) because of the additional aromatic stabilization of the carbanion. Using the Knoevenagel condensation reaction, barbituric acid can form...

resonance stabilized imine (iminium ion or imine salt). The addition of a carbanion from a CH acidic compound (any enolizable carbonyl compound, amide, carbamate...

storage by amine gas treating. Only very strong nucleophiles, like the carbanions provided by Grignard reagents and organolithium compounds react with CO2...

nucleophilicity of the attacking nucleophile. Nucleophilic addition of a carbanion or another nucleophile to the double bond of an alpha, beta-unsaturated...

(also called the Peterson reaction) is the chemical reaction of α-silyl carbanions (1 in diagram below) with ketones (or aldehydes) to form a β-hydroxysilane...

the rate of exchange is primarily influenced by the stabilities of the carbanion intermediates (sp > sp2 > sp3) of the organolithium reagents. Two mechanisms...

action the substrate first ionizes into a carbanion and a positively charged organic residue. The carbanion then quickly recombines with the electrophile...

In organic chemistry, an acyl chloride (or acid chloride) is an organic compound with the functional group −C(=O)Cl. Their formula is usually written R−COCl...

a reactive intermediate involved in the reaction is a carbocation, a carbanion or a free radical, and whether the substrate is aliphatic or aromatic...

rate of hydrolysis. Second-row elements generally stabilize adjacent carbanions more effectively than their first-row congeners; conversely they destabilize...

Streitwieser, Jr., E. Juaristi, and L. L. Nebenzahl, in Comprehensive Carbanion Chemistry Volume 5: Part A Structure and Reactivity (Studies in Organic...

distillation. Overall, decarboxylation depends upon stability of the carbanion synthon R− , although the anion may not be a true chemical intermediate...