ethyl 4-oxocyclohexane-1-carboxylate

• ChemBase ID: 15069
• Molecular Formular: C9H14O3
• Molecular Mass: 170.20566
• Monoisotopic Mass: 170.09429431
• SMILES: C1(CCC(=O)CC1)C(=O)OCC
• Canonical SMILES: CCOC(=O)C1CCC(=O)CC1
• InChI: InChI=1S/C9H14O3/c1-2-12-9(11)7-3-5-8(10)6-4-7/h7H,2-6H2,1H3
• InChIKey: ZXYAWONOWHSQRU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-oxocyclohexane-1-carboxylate
• IUPAC Traditional name: ethyl 4-oxocyclohexane-1-carboxylate
• Synonyms: Ethyl 4-oxocyclohexanecarboxylate; 4-Oxocyclohexanecarboxylic Acid Ethyl Ester; 4-(Ethoxycarbonyl)-1-cyclohexanone; 4-Carboethoxycyclohexanone; 4-Cyclohexanonecarboxylic Acid Ethyl Ester; 4-Ethoxycarbonylcyclohexanone; 4-Oxocyclohexane-1-carboxylic Acid Ethyl Ester; Ethyl 4-ketocyclohexylcarboxylate; Ethyl Cyclohexanone 4-Carboxylate; NSC 250674; 4-(Ethoxycarbonyl)cyclohexan-1-one; Ethyl 4-oxocyclohexane-1-carboxylate; 4-(Ethoxycarbonyl)cyclohexanone; Ethyl cyclohexanone-4-carboxylate; Ethyl 4-oxocyclohexanecarboxylate; 4-环己酮羧酸乙酯; 4-氧代环己基甲酸乙酯; 4-环己酮甲酸乙酯; 对环己酮甲酸乙酯

Database IDs

• CAS Number: 17159-79-4
• MDL Number: MFCD00013285
• Beilstein Number: 2520501
• PubChem SID: 24859275; 160978376
• PubChem CID: 317638

CALCULATED PROPERTIES

• Acid pKa: 19.186474
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.2136408
• LogD (pH = 7.4): 1.2136408
• Log P: 1.2136408
• Molar Refractivity: 44.005 cm^3
• Polarizability: 17.447 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Clear Colorless Oil
• Boiling Point: 150-152 °C/40 mmHg(lit.); 150-152°C/40mm; 150-152°C/40mm
• Flash Point: 110 °C; 110°C; 230 °F
• Density: 1.068; 1.068 g/mL at 25 °C(lit.)
• Refractive Index: 1.459; 1.4590; 1.4600; n20/D 1.461(lit.)
• Hydrophobicity(logP): 0.253

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 95%; 97%
• Linear Formula: (O=)C6H9CO2C2H5

DETAILS

Apollo Scientific Ltd - OR5848

Used in the preparation of dopamine agonists Biorg.Med.Chem.Lett. 1993,3,639

Sigma Aldrich - 320625

Packaging
1 g in glass bottle
Application
Employed in the preparation of dopamine agonists1 and the skeleton of tetracyclic diterpenes.2

Toronto Research Chemicals - E925360

A cyclohexanone derivative used in the study of cyclohexanone monooxygenase and its mutants as catalysts.

REFERENCES

• Rial, D.V. et al.: Eur. J. Org. Chem., 7, 1203 (2008)
• Kayser, M.M. et al.: J. Org. Chem., 71, 8424 (2008)