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A common reaction of metal carboxylates is their displacement by more basic ligands. Acetate is a common leaving group. They are especially prone to protonolysis, which is widely used to introduce ligands, displacing the carboxylic acid. In this way octachlorodimolybdate is produced from dimolybdenum tetraacetate:
The carboxylic acid Schmidt reaction starts with acylium ion 1 obtained from protonation and loss of water. Reaction with hydrazoic acid forms the protonated azido ketone 2 , which goes through a rearrangement reaction with the alkyl group R, migrating over the C-N bond with expulsion of nitrogen.
Calconcarboxylic acid (IUPAC name 3-hydroxy-4-[(2-hydroxy-4-sulfonaphthalen-1-yl)diazenyl]naphthalene-2-carboxylic acid; commonly called Patton and Reeder's Indicator) is an azo dye that is used as an indicator for complexometric titrations of calcium with ethylenediaminetetraacetic acid (EDTA) in the presence of magnesium. [2]
The reaction of fatty acids with base is the other main method of saponification. In this case, the reaction involves neutralization of the carboxylic acid. The neutralization method is used to produce industrial soaps such as those derived from magnesium, the transition metals, and aluminium.
Carboxylation is a chemical reaction in which a carboxylic acid is produced by treating a substrate with carbon dioxide. [1] The opposite reaction is decarboxylation.In chemistry, the term carbonation is sometimes used synonymously with carboxylation, especially when applied to the reaction of carbanionic reagents with CO 2.
Such reactions usually involve an aqueous acidic workup, though this step is rarely shown in reaction schemes. In cases where the Grignard reagent is adding to an aldehyde or a prochiral ketone, the Felkin-Anh model or Cram's Rule can usually predict which stereoisomer will be formed.
General homologation reaction, Arndt-Eistert has R 2 = H, RXH=H 2 O. In the most basic form, where R 2 = H, RXH=H 2 O, the reaction lengthens the alkyl chain of a carboxylic acid by a methylene. However, there is great synthetic utility in the variety of reactions one can carry out, by varying the diazoalkyl and weak acid.
Often cross-coupling reactions require metal catalysts. One important reaction type is this: R−M + R'−X → R−R' + MX (R, R' = organic fragments, usually aryl; M = main group center such as Li or MgX; X = halide) These reactions are used to form carbon–carbon bonds but also carbon-heteroatom bonds.