| Identification | More | [Name]
Ethyl 2-oxocyclohexanecarboxylate | [CAS]
1655-07-8 | [Synonyms]
2-CARBETHOXYCYCLOHEXANONE
2-CYCLOHEXANONECARBOXYLIC ACID ETHYL ESTER
2-(ETHOXYCARBONYL)CYCLOHEXANONE
2-OXOCYCLOHEXANECARBOXYLIC ACID ETHYL ESTER
AKOS 91391
AKOS MSC-0386
CYCLOHEXANONE-2-CARBOXYLIC ACID ETHYL ESTER
CYCLOHEXANONE-A-CARBOXYLIC ACID ETHYL ESTER
ETHYL 2-CYCLOHEXANONECARBOXYLATE
ETHYL 2-OXOCYCLOHEXANECARBOXYLATE
ETHYL CYCLOHEXANONE-2-CARBOXYLATE
LABOTEST-BB LT00159541
2-oxo-cyclohexanecarboxylicaciethylester
Ethyl 1-oxo-2-cyclohexanecarboxylate
Ethyl 2-cyclohexanone-1-carboxylate
Ethyl 2-oxo-1-cyclohexanecarboxylate
Ethyl 2-oxocylohexanecarboxylate
Ethyl 2-oxylcyclohexanecarboxylic
2-Cyclohexanonecarboxylic acid ester
Ethyl cylcohexanecarboxylate | [EINECS(EC#)]
216-731-5 | [Molecular Formula]
C9H14O3 | [MDL Number]
MFCD00001631 | [Molecular Weight]
170.21 | [MOL File]
1655-07-8.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [TSCA ]
Yes | [HazardClass ]
IRRITANT | [HS Code ]
29183000 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Tetrahydrofuran-->Toluene-->Sodium hydride-->Diethyl oxalate-->Sodium ethoxide-->Cyclohexanone-->Diethyl carbonate-->Potassium ethylate | [Preparation Products]
3-METHOXYCYCLOHEXENE-->6-BROMO-2,3,4,9-TETRAHYDRO-1H-CARBAZOL-1-ONE-->2-HYDROXYCYCLOHEXANECARBOXYLIC ACID-->1,2-Cyclopentanedicarboxylic acid-->11-oxo-5,7,8,9,10,11-hexahydrobenzo[4,5]imidazo[1,2-b]isoquinoline-6-carbonitrile-->4,5,6,7-Tetrahydro-2H-indazol-3(3aH)-one |
| Hazard Information | Back Directory | [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 | [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.
|
|
|