Cyclohexanecarboxylic acid is the
organic compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
with the formula C
6H
11CO
2H. It is the
carboxylic acid
In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an Substituent, R-group. The general formula of a carboxylic acid is often written as or , sometimes as with R referring to an organyl ...
of
cyclohexane
Cyclohexane is a cycloalkane with the molecular formula . Cyclohexane is non-polar. Cyclohexane is a colourless, flammable liquid with a distinctive detergent-like odor, reminiscent of cleaning products (in which it is sometimes used). Cyclohexan ...
. It is a colorless oil that crystallizes near room temperature.
[.]
Preparation and reactions
It is prepared by
hydrogenation
Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a catalyst such as nickel, palladium or platinum. The process is commonly employed to redox, reduce or Saturated ...
of
benzoic acid
Benzoic acid () is a white (or colorless) solid organic compound with the formula , whose structure consists of a benzene ring () with a carboxyl () substituent. The benzoyl group is often abbreviated "Bz" (not to be confused with "Bn," which ...
.
Cyclohexanecarboxylic acid is a precursor to the nylon-6 precursor
caprolactam
Caprolactam (CPL) is an organic compound with the chemical formula, formula (CH2)5C(O)NH. This colourless solid is a lactam (a cyclic amide) of caproic acid. Global demand for this compound is approximately five million tons per year, and the vast ...
via its reaction with
nitrosylsulfuric acid. It can also be oxidized to
cyclohexene
Cyclohexene is a hydrocarbon with the formula . It is a cycloalkene. At room temperature, cyclohexene is a colorless liquid with a sharp odor. Among its uses, it is an chemical intermediate, intermediate in the commercial synthesis of nylon.
Prod ...
.
[
Cyclohexanecarboxylic acid exhibits the reactions typical of carboxylic acids, including its conversion to the acid chloride cyclohexanecarbonyl chloride.]
Related compounds
Derivatives related to cyclohexanecarboxylic acid include:
* abscisic acid
Abscisic acid (ABA or abscisin II) is a plant hormone. ABA functions in many plant developmental processes, including seed and bud dormancy, the control of organ size and stomatal closure. It is especially important for plants in the response to ...
* buciclic acid
Buciclic acid, or bucyclic acid, systematic name ''trans''-4-butylcyclohexane-1-carboxylic acid, is a simple alkyl-substituted cyclohexanecarboxylic acid. The salts and esters of buciclic acid are known as buciclates (bucyclates). Pharmaceutical e ...
* chlorogenic acid
Chlorogenic acid (CGA) is the ester of caffeic acid and quinic acid, functioning as an intermediate in lignin biosynthesis. The term chlorogenic acids refers to a related polyphenol family of esters, including hydroxycinnamic acids ( caffeic a ...
* chorismic acid
Chorismic acid, more commonly known as its ion, anionic form chorismate, is an important biochemical intermediate in plants and microorganisms. It is a precursor for:
* The aromatic amino acids phenylalanine, tryptophan, and tyrosine
* Indole, ind ...
* dicyclomine
Dicycloverine, also known as dicyclomine, sold under the brand name Bentyl among others, is a medication that is used to treat spasms of the intestines such as those that occur in irritable bowel syndrome (IBS). It is taken by mouth or by inje ...
* quinic acid
Quinic acid is an organic compound with the formula . The compound is classified as a cyclitol, a cyclic polyol, and a cyclohexanecarboxylic acid. It is a colorless solid that can be extracted from plant sources. Quinic acid is implicated in the p ...
* shikimic acid
Shikimic acid, more commonly known as its anionic form shikimate, is a cyclohexene, a cyclitol and a cyclohexanecarboxylic acid. It is an important biochemical metabolite in plants and microorganisms. Its name comes from the Japanese flower ''shik ...
* tranexamic acid
Tranexamic acid is a medication used to treat or prevent excessive blood loss from major trauma, postpartum bleeding, surgery, tooth removal, nosebleeds, and heavy menstruation. It is also used for hereditary angioedema. It is taken eithe ...
Quinic acid flat.svg, Quinic acid
Quinic acid is an organic compound with the formula . The compound is classified as a cyclitol, a cyclic polyol, and a cyclohexanecarboxylic acid. It is a colorless solid that can be extracted from plant sources. Quinic acid is implicated in the p ...
Shikimi.svg, Shikimic acid
Shikimic acid, more commonly known as its anionic form shikimate, is a cyclohexene, a cyclitol and a cyclohexanecarboxylic acid. It is an important biochemical metabolite in plants and microorganisms. Its name comes from the Japanese flower ''shik ...
Chorisminsäure.svg, Chorismic acid
Chorismic acid, more commonly known as its ion, anionic form chorismate, is an important biochemical intermediate in plants and microorganisms. It is a precursor for:
* The aromatic amino acids phenylalanine, tryptophan, and tyrosine
* Indole, ind ...
External links
* {{MeshName, Cyclohexanecarboxylic+Acids
References