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Cyclohexanecarboxylic acid

Names
Preferred IUPAC name Cyclohexanecarboxylic acid
Identifiers
CAS Number	98-89-5
3D model (JSmol)	Interactive image
ChEBI	CHEBI:36096
ChemSpider	7135
ECHA InfoCard	100.002.465
PubChem CID	7413
UNII	H9VKD9VL18
CompTox Dashboard (EPA)	DTXSID8059180
InChI 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
SMILES O=C(O)C1CCCCC1
Properties
Chemical formula	C7H12O2
Molar mass	128.171 g·mol
Appearance	white solid
Density	1.0274 g/cm
Melting point	30–31 °C (86–88 °F; 303–304 K)
Boiling point	232–234 °C (450–453 °F; 505–507 K)
Magnetic susceptibility (χ)	-83.24·10 cm/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

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.

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.

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
• buciclic acid
• chlorogenic acid
• chorismic acid
• dicyclomine
• quinic acid
• shikimic acid
• tranexamic acid

• Quinic acid
• Shikimic acid
• Chorismic acid

External links

• Cyclohexanecarboxylic+Acids at the U.S. National Library of Medicine Medical Subject Headings (MeSH)

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. ^ 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.

• Cyclohexanecarboxylic acids