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2'-(Trifluoromethyl)acetophenone

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CAS:17408-14-9
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2'-(Trifluoromethyl)acetophenone manufacturers

2'-(Trifluoromethyl)acetophenone Basic information
Product Name:2'-(Trifluoromethyl)acetophenone
Synonyms:2-ACETYLBENZOFLUORIDE;2-ACETYLBENZOTRIFLUORIDE;2-(TRIFLUOROMETHYL)ACETOPHENONE;O-TRIFLUOROMETHYLACETOPHENONE;1-[2-(Trifluoromethyl)phenyl]ethanone;Acetophenone, 2'-trifluoromethyl-;Ethanone, 1-[2-(trifluoromethyl)phenyl]-;2-(trifluoromethyl) hypnone
CAS:17408-14-9
MF:C9H7F3O
MW:188.15
EINECS:241-434-2
Product Categories:Fluorine series;Benzenes;C9;Carbonyl Compounds;Ketones;Aromatic Acetophenones & Derivatives (substituted);Boronic Acid series;Fluorobenzene;Carbonyl Compounds
Mol File:17408-14-9.mol
2'-(Trifluoromethyl)acetophenone Structure
2'-(Trifluoromethyl)acetophenone Chemical Properties
Melting point 15-17°C
Boiling point 163 °C
density 1.255 g/mL at 25 °C(lit.)
refractive index n20/D 1.4584(lit.)
Fp 184 °F
storage temp. 2-8°C
form Liquid
Specific Gravity1.255
color Clear colorless to very slightly yellow
BRN 2259035
CAS DataBase Reference17408-14-9(CAS DataBase Reference)
NIST Chemistry Reference2'-(Trifluoromethyl)acetophenone(17408-14-9)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39-24/25-36
WGK Germany 3
HazardClass IRRITANT
HS Code 29143990
MSDS Information
ProviderLanguage
2'-(Trifluoromethyl)acetophenone English
ACROS English
SigmaAldrich English
ALFA English
2'-(Trifluoromethyl)acetophenone Usage And Synthesis
Chemical Propertiesclear colorless to very slightly yellow liqui
Uses2′-(Trifluoromethyl)acetophenone has been used to investigate the use of in situ generated CuCF3 for the direct substitution of chlorine by CF3 in various aromatic substrates.
Synthesis
-METHYL-2-TRIFLUOROMETHYLBENZYL ALCOHOL

79756-81-3

2'-(Trifluoromethyl)acetophenone

17408-14-9

The general procedure for the synthesis of o-trifluoromethylacetophenone using 1-(2-trifluoromethylphenyl)ethanol as starting material was as follows: in a round-bottomed flask, which was pre-dried in an oven, eosin Y (5 mmol), 1-(2-trifluoromethylphenyl)ethanol (1 mmol), and 3 equiv. of TBHP (5.5 M solution in decane, with the solvent being dry acetonitrile (ACN) were added. The resulting mixture was degassed for 15 min and subsequently backfilled with nitrogen. Next, the mixture was irradiated at room temperature (25 °C) using a blue LED lamp (12 W, 455 nm). The progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was diluted with 15 mL of 10% NaHCO3 solution and extracted with ethyl acetate (EtOAc, 3 × 20 mL). The organic extracts were combined, washed with brine (20 mL), dried over anhydrous sodium sulfate (Na2SO4) and subsequently concentrated under vacuum. Finally, the crude product was purified by silica gel column chromatography using ethyl acetate:hexane as eluent to obtain the target product o-trifluoromethyl acetophenone.

References[1] ChemCatChem, 2015, vol. 7, # 12, p. 1865 - 1870
[2] Tetrahedron Letters, 2016, vol. 57, # 30, p. 3294 - 3297
[3] Green Chemistry, 2017, vol. 19, # 2, p. 474 - 480
Tag:2'-(Trifluoromethyl)acetophenone(17408-14-9) Related Product Information
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