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.)

Flash point:

184 °F

storage temp. 

2-8°C

form 

Liquid

Specific Gravity

1.255

color 

Clear colorless to very slightly yellow

BRN 

2259035

CAS DataBase Reference

17408-14-9(CAS DataBase Reference)

NIST Chemistry Reference

2'-(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

• Language:English Provider:2'-(Trifluoromethyl)acetophenone
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2'-(Trifluoromethyl)acetophenone Usage And Synthesis

Chemical Properties

clear colorless to very slightly yellow liqui

Uses

2′-(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

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

2'-(Trifluoromethyl)acetophenone(17408-14-9)Related Product Information

• 4'-Methylacetophenone
• 2'-Hydroxyacetophenone
• Benzotrifluoride
• Trifluoroacetophenone
• 2-Aminoacetophenone
• 3'-Methylacetophenone
• 4-Aminobenzotrifluoride
• (Trifluoromethyl)trimethylsilane
• Lithium trifluoromethanesulfonate
• 4-Fluoroacetophenone
• Trifluoromethanesulfonic acid
• Acetophenone
• 2-(TRIFLUOROMETHOXY)BENZALDEHYDE
• alpha,alpha,alpha-Trifluoro-o-cresol
• 2-Trifluoromethylphenylboronic acid
• METHYL 2-(TRIFLUOROMETHOXY)BENZOATE
• 2-Trifluoromethoxyphenol
• 2-(Trifluoromethyl)benzoic acid