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Cyclohexanecarboxylic acid

Cyclohexanecarboxylic acid
Names
Preferred IUPAC name
Cyclohexanecarboxylic acid[1]
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.002.465 Edit this at Wikidata
UNII
  • InChI=1S/C7H12O2/c8-7(9)6-4-2-1-3-5-6/h6H,1-5H2,(H,8,9)
    Key: NZNMSOFKMUBTKW-UHFFFAOYSA-N
  • InChI=1/C7H12O2/c8-7(9)6-4-2-1-3-5-6/h6H,1-5H2,(H,8,9)
    Key: NZNMSOFKMUBTKW-UHFFFAOYAH
  • O=C(O)C1CCCCC1
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).

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]

Derivatives related to cyclohexanecarboxylic acid include:

References

  1. ^ 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.
  2. ^ 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..
  3. ^ Turro, Nicholas J.; Leermakers, Peter A.; Vesley, George F. (1967). "Cyclohexylidenecyclohexane". Org. Synth. 47: 34. doi:10.15227/orgsyn.047.0034.
  4. ^ Cope, Arthur C.; Ciganek, Engelbert (1959). "N,N-Dimethylcyclohexylmethylamine". Organic Syntheses. 39: 19. doi:10.15227/orgsyn.039.0019.
Quelle: https://en.wikipedia.org/wiki/Cyclohexanecarboxylate