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In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group (−C(=O)−OH) [1] attached to an R-group. 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 ...
An example of the Hell–Volhard–Zelinsky reaction can be seen in the preparation of alanine from propionic acid.In the first step, a combination of bromine and phosphorus tribromide is used in the Hell–Volhard–Zelinsky reaction to prepare 2-bromopropionic acid, [3] which in the second step is converted to a racemic mixture of the amino acid product by ammonolysis.
Numerous organic compounds have other common names, often originating in historical source material thereof. 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.
An organic acid is an organic compound with acidic properties. 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.
α-Halo carboxylic acids and esters are organic compounds with the respective formulas RCHXCO 2 H and RCHXCO 2 R' where R and R' are organic substituents. The X in these compounds is a halide, usually chloride and bromide. These compounds are often used as intermediates in the preparation of more elaborate derivatives.
The simplest carboxylic acid, formic acid (HC(=O)−OH), is a moderately strong organic acid with a pK a of 3.7. We would expect vinylogous carboxylic acids to have similar acidity. Indeed, the vinylog of formic acid, 2-formyl-1-ethen-1-ol, HC(=O)−CH=CH−OH has a substantial Brønsted acidity, with an estimated pK a ~ 5–6.
An α,β-unsaturated acid is a type of α,β-unsaturated carbonyl compound that consists of an alkene conjugated to a carboxylic acid. [3] The simplest example is acrylic acid ( CH 2 =CHCO 2 H ). These compounds are prone to polymerization, giving rise to the large area of polyacrylate plastics.
For example, the pK a value of acetic acid is 4.8, while ethanol has a pK a of 16. Hence acetic acid is a much stronger acid than ethanol. This in turn means that for equimolar solutions of a carboxylic acid or an alcohol in water, the carboxylic acid would have a much lower pH. [1]: 263–7