Chemistry:Cyclohexanecarboxylic acid

From HandWiki
Cyclohexanecarboxylic acid
Cyclohexanecarboxylic acid.svg
Names
Preferred IUPAC name
Cyclohexanecarboxylic acid[1]
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
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).
Infobox references
Tracking categories (test):

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:

External links

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. 2.0 2.1 Maki, Takao; Takeda, Kazuo. "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a03_555. .
  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.