2-[(cyclohexyloxy)carbonyl]benzoic acid

• ChemBase ID: 174721
• Molecular Formular: C14H16O4
• Molecular Mass: 248.27444
• Monoisotopic Mass: 248.10485899
• SMILES: c1ccc(c(c1)C(=O)OC1CCCCC1)C(=O)O
• Canonical SMILES: O=C(c1ccccc1C(=O)O)OC1CCCCC1
• InChI: InChI=1S/C14H16O4/c15-13(16)11-8-4-5-9-12(11)14(17)18-10-6-2-1-3-7-10/h4-5,8-10H,1-3,6-7H2,(H,15,16)
• InChIKey: PMDKYLLIOLFQPO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(cyclohexyloxy)carbonyl]benzoic acid
• IUPAC Traditional name: 2-[(cyclohexyloxy)carbonyl]benzoic acid
• Synonyms: 1,2-Benzenedicarboxylic Acid 1-Cyclohexyl Ester; Phthalic Acid Cyclohexyl Ester; Phthalic Acid Monocyclohexyl Ester; Cyclohexyl Hydrogen Phthalate; MCHP; Monocyclohexyl Phthalate

Database IDs

• CAS Number: 7517-36-4
• PubChem SID: 164230631
• PubChem CID: 165618

CALCULATED PROPERTIES

• Acid pKa: 3.083812
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.0479578
• LogD (pH = 7.4): -0.030179437
• Log P: 3.433576
• Molar Refractivity: 66.3537 cm^3
• Polarizability: 25.57711 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 89-91°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M526600

Dicyclohexyl Phthalate (DCHP) metabolite.

REFERENCES

• Okubo, T., et al.: Biol. Pharm. Bull., 26, 1219 (2003)
• Silva, M., et al.: J. Anal. Toxicol., 29, 819 (2003)
• Matsumoto, M., et al.: Reg. Toxicol. Pharmacol., 50, 37 (2003)