2-(Trifluoroacetyl)cyclohexanone

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2-(Trifluoroacetyl)cyclohexanone Basic information
Product Name:2-(Trifluoroacetyl)cyclohexanone
Synonyms:AKOS B029513;2-(2,2,2-trifluoroacetyl)cyclohexanone;2-(2,2,2-trifluoroethanoyl)cyclohexan-1-one;2-(trifluoroacetyl)cyclohexan-1-one;Cyclohexanone, 2-(2,2,2-trifluoroacetyl)-;2-(Trifluoroacetyl)cyclohexanone
CAS:387-89-3
MF:C8H9F3O2
MW:194.15
EINECS:
Product Categories:
Mol File:387-89-3.mol
2-(Trifluoroacetyl)cyclohexanone Structure
2-(Trifluoroacetyl)cyclohexanone Chemical Properties
Boiling point 219.3±40.0 °C(Predicted)
density 1.289±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka7.80±0.20(Predicted)
form liquid
color Light yellow
Safety Information
HS Code 2914790090
MSDS Information
2-(Trifluoroacetyl)cyclohexanone Usage And Synthesis
Uses2-(2,2,2-Trifluoroacetyl)cyclohexanone is a useful reactant for the synthesis of fluorinated 1-desazapurines.
Synthesis
Ethyl trifluoroacetate

383-63-1

Cyclohexanone

108-94-1

2-(TRIFLUOROACETYL)CYCLOHEXANONE

387-89-3

GENERAL PROCEDURE: In a dry Schlenk tube, NaH (6.0 mmol) was stirred with ethyl trifluoroacetate (6.0 mmol) in THF (5 mL) for 10 minutes at room temperature under argon protection. Subsequently, a THF (5 mL) solution of cyclohexanone (5.0 mmol) was added dropwise to the above mixture at 0 °C and under argon protection. The reaction mixture was stirred at the set temperature for 2-6 h. After that, it was cooled to 0 °C again and the reaction was quenched with 6 mL of 1 mol/L HCl solution. After continued stirring for 15 min, the reaction mixture was neutralized with saturated NaHCO3 solution. After conventional post-treatment, the residue was purified by silica gel column chromatography to afford the target product 2-(trifluoroacetyl)cyclohexanone.

References[1] Tetrahedron, 2014, vol. 70, # 31, p. 4668 - 4674
[2] Magnetic Resonance in Chemistry, 1993, vol. 31, # 4, p. 323 - 328
[3] Journal of the American Chemical Society, 1953, vol. 75, p. 4753
[4] New Journal of Chemistry, 2007, vol. 31, # 6, p. 936 - 946
[5] RSC Advances, 2016, vol. 6, # 46, p. 40277 - 40286
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