methyl 2-oxocyclohexane-1-carboxylate

• ChemBase ID: 152227
• Molecular Formular: C8H12O3
• Molecular Mass: 156.17908
• Monoisotopic Mass: 156.07864424
• SMILES: COC(=O)C1CCCCC1=O
• Canonical SMILES: COC(=O)C1CCCCC1=O
• InChI: InChI=1S/C8H12O3/c1-11-8(10)6-4-2-3-5-7(6)9/h6H,2-5H2,1H3
• InChIKey: JEENWEAPRWGXSG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-oxocyclohexane-1-carboxylate
• IUPAC Traditional name: methyl 2-oxocyclohexane-1-carboxylate
• Synonyms: 2-Methoxycarbonylcyclohexanone; Methyl cyclohexanone-2-carboxylate; Methyl 2-oxocyclohexanecarboxylate; 2-Oxocyclohexanecarboxylic Acid Methyl Ester; 2-(Methoxycarbonyl)cyclohexanone; 2-Carbomethoxycyclohexanone; Methyl 2-Cyclohexanonecarboxylate; Methyl 2-Oxo-1-cyclohexanecarboxylate; Methyl 2-Oxocyclohexylcarboxylate; Methyl 2-Oxocyclohexanecarboxylate; 2-甲氧羰基环己酮; 环己酮-2-羧酸甲酯; 2-氧环己烷羧酸甲酯

Database IDs

• CAS Number: 41302-34-5
• EC Number: 255-306-9
• MDL Number: MFCD00077699
• Beilstein Number: 510258
• PubChem SID: 24857439; 162246372
• PubChem CID: 170489

CALCULATED PROPERTIES

• Acid pKa: 8.642583
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.6017904
• LogD (pH = 7.4): 1.5781399
• Log P: 1.3687671
• Molar Refractivity: 39.3082 cm^3
• Polarizability: 15.617719 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 50 °C/0.2 mmHg(lit.)
• Flash Point: 192.2 °F; 89 °C
• Density: 1.10 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.483

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥90% (GC)
• Grade: technical
• Empirical Formula (Hill Notation): C8H12O3

DETAILS

Sigma Aldrich - 29162

Packaging
10, 50 mL in glass bottle

Toronto Research Chemicals - M315040

Methyl 2-Oxocyclohexanecarboxylate is a novel intermediate for the preparation of TRPA1 antagonists for treatment of pain and other TRPA1-associated diseases.

REFERENCES

• Osborne, R., et al.: J. Med. Chem., 54, 6998 (2011)