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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,....
In enzymology, a carboxylate reductase (EC 1.2.99.6) is an enzyme that catalyzes the chemical reaction. an aldehyde + acceptor + H 2 O a carboxylate + reduced acceptor. The 3 substrates of this enzyme are aldehyde, acceptor, and H 2 O, whereas its two products are carboxylate and reduced acceptor.
Transition metal salts, especially copper compounds, [9] facilitate decarboxylation via carboxylate complex intermediates. Metals that catalyze cross-coupling reactions thus treat aryl carboxylates as an aryl anion synthon; this synthetic strategy is the decarboxylative cross-coupling reaction. [10]
A classic example of NGP is the reaction of a sulfur or nitrogen mustard with a nucleophile, the rate of reaction is much higher for the sulfur mustard and a nucleophile than it would be for a primary or secondary alkyl chloride without a heteroatom. [5] Ph−S−CH 2 −CH 2 −Cl reacts with water 600 times faster than CH 3 −CH 2 −CH 2 ...
This intermediate collapses with the elimination of the azo group to yield an aryldiazene with an ortho carboxylate group, which extrudes nitrogen gas to afford the anionic form of the observed benzoic acid product, presumably through the generation and immediate protonation of an aryl anion intermediate. The product is isolated upon acidic workup.
Another example is the synthesis of 2,7-dimethyl-2,7-dinitrooctane from 4-methyl-4-nitrovaleric acid: [3] The Kolbe reaction has also been occasionally used in cross-coupling reactions . In 2022, it was discovered that the Kolbe electrolysis is enhanced if an alternating square wave current is used instead of a direct current .
[1] [2] The Markó-Lam reaction is a variant of the Bouveault–Blanc reduction [3] and an alternative to the classical Barton–McCombie deoxygenation. It is named for the Belgian chemists István Markó and Kevin Lam. [4] The main features of the reaction are: short reaction time (5 seconds to 5 minutes). the use of a stable toluate derivative.
The Dakin oxidation (or Dakin reaction) is an organic redox reaction in which an ortho- or para-hydroxylated phenyl aldehyde (2-hydroxybenzaldehyde or 4-hydroxybenzaldehyde) or ketone reacts with hydrogen peroxide (H 2 O 2) in base to form a benzenediol and a carboxylate. Overall, the carbonyl group is oxidised, whereas the H 2 O 2 is reduced.