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The systematic IUPAC name is not always the preferred IUPAC name, for example, lactic acid is a common, and also the preferred, name for what systematic rules call 2-hydroxypropanoic acid. This list is ordered by the number of carbon atoms in a carboxylic acid.
The simplest case refers to the formation of a strictly linear polymer by the reaction (usually by condensation) of two monomers in equimolar quantities. An example is the synthesis of nylon-6,6 whose formula is [−NH−(CH 2) 6 −NH−CO−(CH 2) 4 −CO−] n from one mole of hexamethylenediamine, H 2 N(CH 2) 6 NH 2, and one mole of adipic acid, HOOC−(CH 2) 4 −COOH.
The most common organic acids are the carboxylic acids, whose acidity is associated with their carboxyl group –COOH. Sulfonic acids, containing the group –SO 2 OH, are relatively stronger acids. Alcohols, with –OH, can act as acids but they are usually very weak.
The general formula of a carboxylic acid is often written as R−COOH or R−CO 2 H, sometimes as R−C(O)OH with R referring to an organyl group (e.g., alkyl, alkenyl, aryl), or hydrogen, or other groups. Carboxylic acids occur widely. Important examples include the amino acids and fatty acids. Deprotonation of a carboxylic acid gives a ...
As an example, electrolysis of acetic acid yields ethane and carbon dioxide: CH 3 COOH → CH 3 COO − → CH 3 COO· → CH 3 · + CO 2 2CH 3 · → CH 3 CH 3. 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.
Reaction mechanism for the amine formation from a carboxylic acid via Schmidt reaction. In the reaction mechanism for the Schmidt reaction of ketones , the carbonyl group is activated by protonation for nucleophilic addition by the azide, forming azidohydrin 3 , which loses water in an elimination reaction to diazoiminium 5.
In this type of substitution reaction, one group of the substrate participates initially in the reaction and thereby affects the reaction. 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.
Standard protective group approaches, such as the use of t-BOC, are a viable solution to these problems. [12] Thioethers are also highly susceptible to oxidation. For example, Pinnick oxidation of thioanisaldehyde gives a high yield of carboxylic acid products, but with concomitant conversion of the thioether to the sulfoxide or sulfone. [7]