Ethyl 2-oxocyclopentanecarboxylate Chemical Properties

Boiling point:

102-104 °C/11 mmHg (lit.)

Density 

1.054 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.452(lit.)

Flash point:

172 °F

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

pka

12.02±0.20(Predicted)

color 

Clear colorless to pale yellow

Water Solubility 

insoluble

BRN 

387787

InChI

InChI=1S/C8H12O3/c1-2-11-8(10)6-4-3-5-7(6)9/h6H,2-5H2,1H3

InChIKey

JHZPNBKZPAWCJD-UHFFFAOYSA-N

SMILES

C1(C(OCC)=O)CCCC1=O

LogP

0.330 (est)

CAS DataBase Reference

611-10-9(CAS DataBase Reference)

NIST Chemistry Reference

Cyclopentanecarboxylic acid, 2-oxo-, ethyl ester(611-10-9)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

23-24/25-36/37-26

WGK Germany 

3

F 

10

HazardClass 

IRRITANT

HS Code 

29183000

MSDS

• Language:English Provider:2-(Ethoxycarbonyl)cyclopentanone
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Ethyl 2-oxocyclopentanecarboxylate Usage And Synthesis

Description

Ethyl 2-oxocyclopentanecarboxylate (EOCPC) is a multifunctional organic reagent that can be used as a pharmaceutical intermediate or raw material for chemical synthesis. EOCPC reacts with kaolinite to prepare intercalation compounds. It also participates in Michael reactions and diazonium transfer reactions for the preparation of other active ingredients.

Chemical Properties

clear colourless to pale yellow liquid

Uses

Pharmaceutical intermediate.

Uses

Ethyl 2-oxocyclopentanecarboxylate was used in stereoselective synthesis of (±)-cis,cis-spiro[4.4]nonane-1,6-diol. It was also used in the synthesis of tanikolide.

Synthesis Reference(s)

Journal of the American Chemical Society, 85, p. 207, 1963 DOI: 10.1021/ja00885a021
The Journal of Organic Chemistry, 55, p. 5037, 1990 DOI: 10.1021/jo00304a014
Tetrahedron Letters, 22, p. 1353, 1981 DOI: 10.1016/S0040-4039(01)90316-8

General Description

Phase-transfer benzylation reaction of ethyl 2-oxocyclopentanecarboxylate with benzyl bromide in microreactor has been investigated. Ethyl 2-oxocyclopentanecarboxylate participates in cobalt (II) Schiff′s base complex catalyzed oxidation of primary and secondary alcohols.

Hazard

Vapors are toxic, as is skin contact.

Ethyl 2-oxocyclopentanecarboxylate(611-10-9)Related Product Information

• 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester
• Cyclopentanecarboxylic acid
• Ethyl propiolate
• Ethyl acrylate
• Cyclopentanone
• ISOXADIFEN-ETHYL
• Trinexapac-ethyl
• Ethyl acetate
• Ethanol
• Triethyl orthoformate
• Urethane
• Ethylparaben
• Ethyl acetoacetate
• Ethyl cyanoacetate
• Ethyl cyanoformate
• Ethyl formate
• Benzocaine
• Cyclopropanecarboxylic acid