Cyclohexanecarboxylic acid
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| Names | |
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| Preferred IUPAC name
Cyclohexanecarboxylic acid[1] | |
| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.002.465 |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C7H12O2 | |
| Molar mass | 128.171 g·mol−1 |
| Appearance | white solid |
| Density | 1.0274 g/cm3 |
| Melting point | 30–31 °C (86–88 °F; 303–304 K) |
| Boiling point | 232–234 °C (450–453 °F; 505–507 K) |
| -83.24·10−6 cm3/mol | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Cyclohexanecarboxylic acid is the organic compound with the formula C6H11CO2H. It is the carboxylic acid of cyclohexane. It is a colorless oil that crystallizes near room temperature.[2]
Preparation and reactions
It is prepared by hydrogenation of benzoic acid.
Cyclohexanecarboxylic acid is a precursor to the nylon-6 precursor caprolactam via its reaction with nitrosylsulfuric acid. It can also be oxidized to cyclohexene.[2]
Cyclohexanecarboxylic acid exhibits the reactions typical of carboxylic acids, including its conversion to the acid chloride cyclohexanecarbonyl chloride.[3][4]
Related compounds
Derivatives related to cyclohexanecarboxylic acid include:
- abscisic acid
- buciclic acid
- chlorogenic acid
- chorismic acid
- dicyclomine
- quinic acid
- shikimic acid
- tranexamic acid
External links
- Cyclohexanecarboxylic+Acids at the U.S. National Library of Medicine Medical Subject Headings (MeSH)
References
- ^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. pp. 303, 639. doi:10.1039/9781849733069-00648. ISBN 978-0-85404-182-4.
- ^ a b Maki, Takao; Takeda, Kazuo. "Benzoic Acid and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a03_555. ISBN 978-3527306732..
- ^ Turro, Nicholas J.; Leermakers, Peter A.; Vesley, George F. (1967). "Cyclohexylidenecyclohexane". Org. Synth. 47: 34. doi:10.15227/orgsyn.047.0034.
- ^ Cope, Arthur C.; Ciganek, Engelbert (1959). "N,N-Dimethylcyclohexylmethylamine". Organic Syntheses. 39: 19. doi:10.15227/orgsyn.039.0019.