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Carboxylate ion Acrylate ion. In organic chemistry, a carboxylate is the conjugate base of a carboxylic acid, RCOO − (or RCO − 2). It is an anion, an ion with negative charge. Carboxylate salts are salts that have the general formula M(RCOO) n, where M is a metal and n is 1, 2,....
Converting a carboxylic acid to an amide is possible, but not straightforward. Instead of acting as a nucleophile, an amine will react as a base in the presence of a carboxylic acid to give the ammonium carboxylate salt. Heating the salt to above 100 °C will drive off water and lead to the formation of the amide.
Conjugate addition is the vinylogous counterpart of direct nucleophilic addition. A nucleophile reacts with a α,β-unsaturated carbonyl compound in the β position. The negative charge carried by the nucleophile is now delocalized in the alkoxide anion and the α carbon carbanion by resonance.
A variety of nucleophiles attack, breaking the carbon-oxygen double bond, and leading to addition-elimination reactions. Nucleophiliic reactivity is often proportional to the basicity of the nucleophile and as nucleophilicity increases, the stability within a carbonyl compound decreases. [5]
Fischer esterification is an acyl substitution reaction based on the electrophilicity of the carbonyl carbon and the nucleophilicity of an alcohol. Carboxylic acids tend to be deprotonated by nucleophiles, which gives an unreactive carboxylate.
Picolinic acid is an organic compound with the formula NC 5 H 4 CO 2 H.It is a derivative of pyridine with a carboxylic acid (COOH) substituent at the 2-position. It is an isomer of nicotinic acid and isonicotinic acid, which have the carboxyl side chain at the 3- and 4-positions, respectively.
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The requirement for a good leaving group is still relaxed in the case of C=C bond formation via E1cB mechanisms, but because of the relative weakness of the C=C double bond, the reaction still exhibits some leaving group sensitivity. Notably, changing the leaving group's identity (and willingness to leave) can change the nature of the mechanism ...
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