Cyclohexanecarboxylic acid

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]

Cyclohexanecarboxylic acid

Names
Preferred IUPAC name Cyclohexanecarboxylic acid[1]
Identifiers
CAS Number	98-89-5 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:36096
ChemSpider	7135
ECHA InfoCard	100.002.465
PubChem CID	7413
UNII	H9VKD9VL18 Y
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−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)
Magnetic susceptibility (χ)	−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

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

• 
  Quinic acid
• 
  Shikimic acid
• 
  Chorismic acid

External links

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