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Ethyl 2-oxocyclohexanecarboxylate

CAS No.
1655-07-8
Chemical Name:
Ethyl 2-oxocyclohexanecarboxylate
Synonyms
2-CARBETHOXYCYCLOHEXANONE;ETHYL 2-CYCLOHEXANONECARBOXYLATE;Ethyl-2-oxocyclohexanonecarboxylate;AKOS 91391;AKOS MSC-0386;ohexanonecarboxyL;Ethyl 2-cyclohexanon;Resatorvid Impurity 5;LABOTEST-BB LT00159541;Ethyl cylcohexanecarboxylate
CBNumber:
CB6445681
Molecular Formula:
C9H14O3
Molecular Weight:
170.21
MDL Number:
MFCD00001631
MOL File:
1655-07-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 05:34:50

Ethyl 2-oxocyclohexanecarboxylate Properties

Melting point 101 °C
Boiling point 106 °C/11 mmHg (lit.)
Density 1.064 g/mL at 25 °C (lit.)
vapor pressure 8.7Pa at 25℃
refractive index n20/D 1.477(lit.)
Flash point 185 °F
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Sparingly), Methanol (Sparingly)
pka 12.06±0.20(Predicted)
form Oil
color Colourless
Water Solubility Soluble in water.
BRN 608356
InChI 1S/C9H14O3/c1-2-12-9(11)7-5-3-4-6-8(7)10/h7H,2-6H2,1H3
InChIKey FGSGHBPKHFDJOP-UHFFFAOYSA-N
SMILES CCOC(=O)C1CCCCC1=O
LogP 1.08
CAS DataBase Reference 1655-07-8(CAS DataBase Reference)
FDA UNII 8V73BMH08Z
NIST Chemistry Reference Cyclohexanecarboxylic acid, 2-oxo-, ethyl ester(1655-07-8)
EPA Substance Registry System Cyclohexanecarboxylic acid, 2-oxo-, ethyl ester (1655-07-8)
UNSPSC Code 12352200
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H227
Precautionary statements  P210-P280-P370+P378-P403+P235-P501
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  23-24/25-37/39-26-36
WGK Germany  3
TSCA  TSCA listed
HazardClass  IRRITANT
HS Code  29183000
Storage Class 10 - Combustible liquids
REACH Registrations Active
NFPA 704
1
2 0

Ethyl 2-oxocyclohexanecarboxylate price More Price(62)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich E20004 Ethyl 2-oxocyclohexanecarboxylate 95% 1655-07-8 25g $104 2026-04-30 Buy
Sigma-Aldrich E20004 Ethyl 2-oxocyclohexanecarboxylate 95% 1655-07-8 100g $371 2026-04-30 Buy
TCI Chemical C0913 Ethyl 2-Oxocyclohexanecarboxylate >95.0%(GC) 1655-07-8 25mL $45 2026-04-30 Buy
TCI Chemical C0913 Ethyl 2-Oxocyclohexanecarboxylate >95.0%(GC) 1655-07-8 100mL $132 2026-04-30 Buy
TRC TRC-E945524-5G Ethyl 2-Oxocyclohexanecarboxylate 1655-07-8 5g $84 2026-06-03 Buy
Product number Packaging Price Buy
E20004 25g $104 Buy
E20004 100g $371 Buy
C0913 25mL $45 Buy
C0913 100mL $132 Buy
TRC-E945524-5G 5g $84 Buy

Ethyl 2-oxocyclohexanecarboxylate Chemical Properties,Uses,Production

Synthesis

Synthesis of 1655-07-8

Diethyl carbonate (146 mL, 1.2 mol) and 150 mL of dry tetrahydrofuran were added to a 1000 mL three-necked flask. NaH (60%, 63 g, 1.6 mol) was added with stirring. After reflux for 1 h, a THF solution of cyclohexanone (50 mL, 0.48 mol) was added dropwise over approximately 0.5 h. After the addition was complete, reflux was continued for another 1.5 h. After cooling, the solution was adjusted to neutral with 3N hydrochloric acid, then poured into brine and extracted with dichloromethane (75 mL × 3). After drying the organic layer, vacuum distillation yielded a brown oily liquid (66 g, 80% yield), which was crude Ethyl 2-oxocyclohexanecarboxylate, and could be used directly in the next reaction.

Chemical Properties

Clear colorless to pale yellow liquid

Uses

Ethyl 2-oxocyclohexanecarboxylate is used to produce other chemicals. For example, it can react with 4-methyl-aniline to get 2-oxo-cyclohexanecarboxylic acid p-toluidide. The reaction occurs with reagent DMAP

Uses

Ethyl 2-Oxocyclohexanecarboxylate is used in biocatalysis.

Reactions

The reaction of ethyl 2-oxo cyclohexane carboxylate (I) with phenyl vinyl sulphoxide (II) and sodium hydride followed by pyrolysis of the resulting phenyl sulphonyl ethyl compound (III) gives the 1-vinyl compound (IV).
Baeyer-Villiger oxidation of methyl 3- and 4-oxocyclohexanecarboxylates gave the expected hexanolides, whereas ethyl 2-oxocyclohexanecarboxylate(I) gave 5-ethoxyoxalylpentanoic acid by way of ethyl 1-hydroxy-2-oxocyclohexanecarboxylate, formed by epoxidation of the enol form of (I)[1-2].

Synthesis Reference(s)

Canadian Journal of Chemistry, 42, p. 1333, 1964 DOI: 10.1139/v64-205
The Journal of Organic Chemistry, 53, p. 878, 1988 DOI: 10.1021/jo00239a038
Tetrahedron Letters, 7, p. 2201, 1966

References

[1] A. Hubert, P. S. Starcher. “The Baeyer-Villiger oxidation of alkyl oxocyclohexanecarboxylates.” Journal of The Chemical Society C: Organic 377 1 (1968): 2500–2502.
[2] G. Koppel, M. D. Kinnick. “Phenyl vinyl sulphoxide, a vinyl carbonium ion synthetic equivalent.” Journal of The Chemical Society, Chemical Communications 27 1 (1975): 473–473.

108-94-1
105-58-8
1655-07-8
Synthesis of Ethyl 2-oxocyclohexanecarboxylate from Cyclohexanone and Diethyl carbonate
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View Lastest Price from Ethyl 2-oxocyclohexanecarboxylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
ETHYL 2-OXOCYCLOHEXANECARBOXYLATE pictures 2026-07-21 ETHYL 2-OXOCYCLOHEXANECARBOXYLATE
1655-07-8
1kg 98% 20tons Hubei Lidu New Material Technology Co., Ltd
Ethyl 2-oxocyclohexanecarboxylate pictures 2026-06-30 Ethyl 2-oxocyclohexanecarboxylate
1655-07-8
1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
Ethyl 2-oxocyclohexanecarboxylate pictures 2026-05-28 Ethyl 2-oxocyclohexanecarboxylate
1655-07-8
$10.00 1KG 99.% 10 ton Hebei Chuanghai Biotechnology Co,.LTD
2-oxo-cyclohexanecarboxylicaciethylester Ethyl 1-oxo-2-cyclohexanecarboxylate Ethyl 2-cyclohexanone-1-carboxylate Ethyl 2-oxo-1-cyclohexanecarboxylate Ethyl 2-oxocylohexanecarboxylate Ethyl 2-oxylcyclohexanecarboxylic AKOS 91391 AKOS MSC-0386 Ethyl 2-Cyclohexanone Carbonate Ethyl 2-Cyclohexanonecarboxylate 2-Oxocyclohexanecarboxylic Acid Ethyl Ester Ethyl 2-oxocyclohexanecarboxylate 95% Ethyl 2-ketohexahydrobenzoate Ethyl 2-oxocyclohexanecarboxylate≥ 98% (GC) Ethyl-2-oxocyclohexancarboxylate ethyl2-oxocyclohexane-1-carboxylate 2-(ETHOXYCARBONYL)CYCLOHEXANONE 2-CYCLOHEXANONECARBOXYLIC ACID ETHYL ESTER 2-OXOCYCLOHEXANECARBOXYLIC ACID ETHYL ESTER LABOTEST-BB LT00159541 CYCLOHEXANONE-2-CARBOXYLIC ACID ETHYL ESTER CYCLOHEXANONE-A-CARBOXYLIC ACID ETHYL ESTER ETHYL 2-OXOCYCLOHEXANECARBOXYLATE ETHYL CYCLOHEXANONE-2-CARBOXYLATE 2-Cyclohexanonecarboxylic acid ester Ethyl cylcohexanecarboxylate Ethyl-2-oxocyclohexanonecarboxylate Cyclohexanecarboxylic acid, 2-oxo-, ethyl ester 2-CYCLOHEXANONECARBOXYLIC ACID ETHYL ESTER 96+% 1-Oxocyclohexane-2-carboxylic acid ethyl ester 2-Oxocyclohexane-1-carboxylic acid ethyl ester 2-Oxocyclohexanecarboxylic acid ethyl 2-Oxycyclohexane-1-carboxylic acid ethyl ester Ethyl 2-oxocyclohexanecarboxylate,95% Ethyl 2-cyclohexanonecarboxylate ,97% Ethyl 2-cyclohexanon 2-(Ethoxycarbonyl)cyclohexanone, Ethyl cyclohexanone-2-carboxylate, Ethyl-2-oxocyclohexancarboxylat Ethyl 2-oxocyclohexanecarboxylate, 95% 5GR Ethyl-2-oxocyclohexancarboxylat Ethyl 2-Oxocyclohexanecarboxylate > Ethyl 2-cyclohexanonecarboxylate, 97%, for synthesis ohexanonecarboxyL Resatorvid Impurity 5 ETHYL-2-OXOCHLOROHEXANE CARBOXYLATE 2-Oxo-cyclohexanecarboxylic acid ethyl ester 1655-07-8 2-oxo-cyclohexanecarboxylicaciethyleste 2-Cyclohexanone ethyl formate 2-CARBETHOXYCYCLOHEXANONE ETHYL 2-CYCLOHEXANONECARBOXYLATE 1655-07-8 1665-07-8 OC6H9CO2C2H5 KETONE Esters Organic Building Blocks C8 to C9 Carbonyl Compounds Building Blocks Chemical Synthesis