ChemicalBook Product Catalog Chemical Reagents Organic reagents Aromatic acids 4'-(Trifluoromethyl)acetophenone

4'-(Trifluoromethyl)acetophenone

4'-(Trifluoromethyl)acetophenone Basic information
Synthesis
Product Name:4'-(Trifluoromethyl)acetophenone
Synonyms:1-[4-(Trifluoromethyl)phenyl]ethanone;Ethanone, 1-[4-(trifluoromethyl)phenyl]-;1-[4-(Trifluoromethyl)phenyl]ethan-1-one;4'-(TRIFLUOROMETHYL)ACETOPHENONE;4-ACETYLBENZOFLUORIDE;4-ACETYLBENZOTRIFLUORIDE;P-TRIFLUOROMETHYLACETOPHENONE;4'-(Trifluoromethyl)acetophenone,98%
CAS:709-63-7
MF:C9H7F3O
MW:188.15
EINECS:211-913-0
Product Categories:Aromatic Acetophenones & Derivatives (substituted);ketone;Trifluoromethylbenzene serise;Aromatics;bc0001
Mol File:709-63-7.mol
4'-(Trifluoromethyl)acetophenone Structure
4'-(Trifluoromethyl)acetophenone Chemical Properties
Melting point 30-33 °C(lit.)
Boiling point 79-80 °C8 mm Hg(lit.)
density 0.92
refractive index 1.4604
Fp 184 °F
storage temp. Sealed in dry,Room Temperature
form Low Melting Solid
color White to faintly yellow
BRN 1870425
CAS DataBase Reference709-63-7(CAS DataBase Reference)
NIST Chemistry Reference4-CF3-C6H4-COCH3(709-63-7)
Safety Information
Hazard Codes Xi,F
Risk Statements 36/37/38-11
Safety Statements 26-36-37/39-16
WGK Germany 3
HazardClass IRRITANT
HS Code 29147090
MSDS Information
ProviderLanguage
1-[4-(Trifluoromethyl)phenyl]ethan-1-one English
SigmaAldrich English
ACROS English
ALFA English
4'-(Trifluoromethyl)acetophenone Usage And Synthesis
Synthesis41.6 g of chlorocyclohexane (0.35 mol) were added dropwise to a suspension of 4.65 g of lithium particles (0.68 mol) in 350 g of THF at -55 °C, and an addition time of 2 hours was chosen. After >97% chlorocyclohexane conversion by GC (10 hours), a mixture of 38.3 g of 4-bromotrifluorotoluene (0.170 mol) and 7.0 g of acetonitrile (0.170 mol) was added dropwise at the same temperature for 15 minutes. After stirring for an additional 30 minutes at -50°C, the reaction mixture was slowly thawed to room temperature and subjected to an aqueous workup in a conventional manner. The yield of 4-trifluoromethylacetophenone after distillation was 81%.
Chemical PropertiesWhite to faintly yellow low melting solid
UsesA labelled acetophenone with selective antimycobacterial activity.
General DescriptionThe enantioselective addition of dialkylzinc to 4′-(trifluoromethyl)acetophenone mediated by 1,2-bis(hydroxycamphorsulfonamido)cyclohexenes in the presence of titanium tetraisopropoxide has been investigated. Phosphorescence emission spectra of 4′-(trifluoromethyl)acetophenone has been studied using pulsed source phosphorimetry.
Purification MethodsPurify the ketone by distillation or sublimation in vacuo.[Beilstein 7 IV 1404.]
4'-(Trifluoromethyl)acetophenone Preparation Products And Raw materials
Preparation Products1,3-Dioxolane, 2-(bromomethyl)-2-[4-(trifluoromethyl)phenyl]--->4-(TRIFLUOROMETHYL)PHENYLGLYOXAL HYDRATE-->2-METHYL-1-[4-(TRIFLUOROMETHYL)PHENYL]PROPAN-1-ONE-->4'-(TRIFLUOROMETHYL)PROPIOPHENONE-->4-(Trifluoromethyl)phenacyl bromide-->5(6H)-Quinolinone, 2-cyclopentyl-4-(4-fluorophenyl)-7,8-dihydro-7,7-dimethyl-3-[4-(trifluoromethyl)benzoyl]--->4,4,4-TRIFLUORO-1-(4-TRIFLUOROMETHYLPHENYL)-1,3-BUTANEDIONE-->SCH 350581
3'-(TRIFLUOROMETHYL)ACETOPHENONE OXIME,3-(TRIFLUOROMETHYL)ACETOPHENONE OXIME 2',5'-BIS(TRIFLUOROMETHYL)ACETOPHENONE,2,5-BIS(TRIFLUOROMETHYL)ACETOPHENONE 2',4'-BIS(TRIFLUOROMETHYL)ACETOPHENONE 98 2-BROMO-4'-FLUORO-3'-(TRIFLUOROMETHYL)ACETOPHENONE (Trifluoromethyl)trimethylsilane 2,2,2-TRIFLUORO-4'-(TRIFLUOROMETHYL)ACETOPHENONE 3-（trifluoromethyl) Cinnamaldehyde Trifluoroacetophenone Trifluoro-p-tolunitrile 2,2,2-TRIFLUORO-3'-(TRIFLUOROMETHYL)ACETOPHENONE Trifluoromethyl PHENYL VALERATE 2-BROMO-2'-FLUORO-4'-(TRIFLUOROMETHYL)ACETOPHENONE 2-BROMO-2'-FLUORO-3'-(TRIFLUOROMETHYL)ACETOPHENONE 3,5-BIS(TRIFLUOROMETHYL)ACETOPHENONE,3',5'-BIS(TRIFLUOROMETHYL)ACETOPHENONE,3,5-DI(TRIFLUOROMETHYL)ACETOPHENONE 3'-TRIFLUOROMETHYL ACETOPHENONE, [CARBONYL-14C] 2-BROMO-2'-FLUORO-6'-(TRIFLUOROMETHYL)ACETOPHENONE PIPERACETAZINE (250 MG)
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