| Identification | Back Directory | [Name]
2-METHOXYCARBONYLCYCLOHEXANONE | [CAS]
41302-34-5 | [Synonyms]
AKOS 350
2-METHOXYCARBONYLCYCLOHEXANONE
Methyl 2-cyclohexanonecarboxylate
Methyl 2-oxocyclohexylcarboxylate
METHYL 2-OXOCYCLOHEXANECARBOXYLATE
METHYL CYCLOHEXANONE-2-CARBOXYLATE
methyl 2-oxocyclohexane-1-carboxylate
Methyl 2-oxocyclohexanecarboxylate,90%
Methyl 2-oxo--1-cyclohexanecarboxylate
2-oxo-cyclohexanecarboxylicacimethylester
Methyl 2-oxocyclohexanecarboxylate, 90% 10ML
Methyl 2-oxocyclohexanecarboxylate, 90% 50ML
2-OXO-CYCLOHEXANECARBOXYLIC ACID METHYL ESTER
2-Oxocyclohexane-1-carboxylic acid methyl ester
Methyl 2-oxocyclohexanecarboxylate technical, >=90% (GC)
2-Methoxycarbonylcyclohexanone, Methyl cyclohexanone-2-carboxylate | [EINECS(EC#)]
255-306-9 | [Molecular Formula]
C8H12O3 | [MDL Number]
MFCD00077699 | [MOL File]
41302-34-5.mol | [Molecular Weight]
156.18 |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to slightly yellow liquid | [Boiling point ]
50 °C0.2 mm Hg(lit.)
| [density ]
1.10 g/mL at 20 °C(lit.)
| [refractive index ]
n20/D 1.483
| [Fp ]
85 °C
| [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [form ]
Liquid | [pka]
12.04±0.20(Predicted) | [color ]
Clear colorless to slightly yellow | [BRN ]
510258 | [InChI]
InChI=1S/C8H12O3/c1-11-8(10)6-4-2-3-5-7(6)9/h6H,2-5H2,1H3 | [InChIKey]
JEENWEAPRWGXSG-UHFFFAOYSA-N | [SMILES]
C1(C(OC)=O)CCCCC1=O | [LogP]
0.290 (est) | [EPA Substance Registry System]
Cyclohexanecarboxylic acid, 2-oxo-, methyl ester (41302-34-5) |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless to slightly yellow liquid | [Uses]
Methyl 2-Oxocyclohexanecarboxylate is a novel intermediate for the preparation of TRPA1 antagonists for treatment of pain and other TRPA1-associated diseases. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 102, p. 431, 1980 DOI: 10.1021/ja00521a100
Organic Syntheses, Coll. Vol. 7, p. 351, 1990 | [Synthesis]
The flask is flushed with nitrogen and charged with 18.02 g (0.20 mol) of dimethyl carbonate, 50 mL of anhydrous tetrahydrofuran, and 6.12 g (0.25 mol) of sodium hydride. The suspension is stirred and heated to reflux temperature, at which time the slow, dropwise addition of 7.80 g (0.080 mol) of cyclohexanone in 20 mL of dry tetrahydrofuran is begun. After 2 min, 0.306 g (0.0076 mol) of powdered potassium hydride is added to initiate the reaction. The addition of cyclohexanone is continued over a 1-hr period. The mixture is stirred and heated at reflux for another 30 min, cooled in an ice bath for 15–20 min, and hydrolyzed by slowly adding 75 mL of 3 M aqueous acetic acid. The flask's contents are poured into 100 mL of aqueous sodium chloride, and the aqueous mixture is extracted with four 150-mL portions of chloroform. The organic layers are combined, dried with anhydrous sodium sulfate, and concentrated at room temperature with a rotary evaporator. Distillation of the residual liquid under reduced pressure gives 9.8–10.8 g (79–87%) of methyl 2-oxocyclohexanecarboxylate as a colorless liquid, bp 53–55°C.
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