ethyl 4-methyl-2-oxocyclohexane-1-carboxylate

• ChemBase ID: 111954
• Molecular Formular: C10H16O3
• Molecular Mass: 184.23224
• Monoisotopic Mass: 184.10994437
• SMILES: CCOC(=O)C1CCC(C)CC1=O
• Canonical SMILES: CCOC(=O)C1CCC(CC1=O)C
• InChI: InChI=1S/C10H16O3/c1-3-13-10(12)8-5-4-7(2)6-9(8)11/h7-8H,3-6H2,1-2H3
• InChIKey: FFVHHWOJYFCNJP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-methyl-2-oxocyclohexane-1-carboxylate
• IUPAC Traditional name: ethyl 4-methyl-2-oxocyclohexane-1-carboxylate
• Synonyms: ETHYL-4-METHYL-2-CYCLOHEXANONE-1-CARBOXYLATE; 4-Methyl-2-oxocyclohexanecarboxylic acid ethyl ester; NSC 84213; Ethyl 4-methyl-2-oxo-1-cyclohexanecarboxylate; Ethyl 4-methyl-2-cyclohexanone-1-carboxylate; 4-甲基-2-氧代-1-环己烷羧酸乙酯; 乙基-4-甲基-2-环己酮-1-羧酸酯

Database IDs

• CAS Number: 13537-82-1
• EC Number: 236-910-1
• MDL Number: MFCD00001632
• PubChem SID: 162097328; 24894521
• PubChem CID: 98162

CALCULATED PROPERTIES

• Acid pKa: 8.148942
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.2449617
• LogD (pH = 7.4): 2.1753016
• Log P: 2.0125942
• Molar Refractivity: 48.6054 cm^3
• Polarizability: 19.279125 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 128-132 °C/32 mmHg(lit.)
• Flash Point: >113 °C; >235.4 °F
• Density: 1.045 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.473(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Impurities: 10% methyl ester
• Linear Formula: CH3C6H8(=O)CO2C2H5

DETAILS

MP Biomedicals - 05221941

MP Biomedicals Rare Chemical collection

Sigma Aldrich - E35702

Packaging
5, 25 g in glass bottle
Application
Reactant involved in:
• Hydroxylation / oxidative chlorination with hydrogen peroxide1
• Heterocyclization2
• Cyclization of generated dianions followed by dehydrogenation3
• Palladium-catalyzed isomerization4
• Regioselective cyclizations5
• Vinylogous Michael reactions6