350-92-5

Basic information

• Product Name: 3-PHENYL-1,1,1-TRIFLUOROPROPAN-2-ONE
• Synonyms: BENZYL TRIFLUOROMETHYL KETONE;BUTTPARK 37\08-78;3-PHENYL-1,1,1-TRIFLUOROACETONE;3-PHENYL-1,1,1-TRIFLUOROPROPAN-2-ONE;1,1,1-TRIFLUORO-3-PHENYLPROPAN-2-ONE;1,1,1-TRIFLUORO-3-PHENYL-2-PROPANONE;1,1,1-TRIFLUORO-3-PHENYLACETONE;Benzyl trifluoromethyl ketone~1,1,1-Trifluoro-3-phenyl-2-propanone
• CAS NO: 350-92-5
• Molecular Formula: C₉H₇F₃O
• Molecular Weight: 188.15
• EINECS: -0
• Product Categories: C9;Carbonyl Compounds;Ketones
• Mol File: 350-92-5.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 51-52 °C2 mm Hg(lit.)
• Flash Point: 91 °F
• Appearance: clear colorless to light yellow liquid
• Density: 1.22 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.754mmHg at 25°C
• Refractive Index: n20/D 1.444(lit.)
• Storage Temp.: Flammables area
• BRN: 2614467
• CAS DataBase Reference: 3-PHENYL-1,1,1-TRIFLUOROPROPAN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PHENYL-1,1,1-TRIFLUOROPROPAN-2-ONE(350-92-5)
• EPA Substance Registry System: 3-PHENYL-1,1,1-TRIFLUOROPROPAN-2-ONE(350-92-5)

Safety Data

• Hazard Codes: Xi,F
• Statements: 10
• Safety Statements: 16
• RIDADR: UN 1224 3/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 350-92-5(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to light yellow liquid

Synthesis Reference(s)

Journal of Medicinal Chemistry, 42, p. 3315, 1999 DOI: 10.1021/jm980734aTetrahedron Letters, 28, p. 4259, 1987 DOI: 10.1016/S0040-4039(00)96479-7The Journal of Organic Chemistry, 54, p. 661, 1989 DOI: 10.1021/jo00264a029

General Description

1,1,1-Trifluoro-3-phenyl-2-propanone is a trifluoromethyl ketone. Its in vitro neuroprotective potency against low K(+)-induced apoptosis in cerebellar granule neurons (CGNs) by different pathways has been reported.

InChI:InChI=1/C9H7F3O/c10-9(11,12)8(13)6-7-4-2-1-3-5-7/h1-5H,6H2

Upstream product

• 15853-35-7 benzyltriphenylphosphonium cation 
• 100-44-7 benzyl chloride 
• 122-78-1 phenylacetaldehyde 
• 28614-89-3 (E)-1,1-diphenyl-2-(2-phenylethylidene)hydrazine 
• 1589-82-8 phenylmagnesium bromide 
• 104863-67-4 N-methoxy-N-methyltrifluoroacetamide 
• 383-63-1 ethyl trifluoroacetate, 
• 5409-59-6 1,4-diphenyl-3-butene-2-one 
• 770-09-2 benzyltrimethylsilane 
• 136430-43-8 (Z)-(2-ethoxy-3,3,3-trifluoroprop-1-enyl)benzene 
• 108-88-3 toluene 
• 451-40-1 phenyl benzyl ketone 
• 16721-45-2 triphenyl(phenylmethylene)phosphorane 
• 766-04-1 benzyllithium 

Downstream Products

• 672-49-1 benzoic acid-(2-phenyl-1-trifluoromethyl-vinyl ester) 
• 35386-46-0 ((Z)-3-Bromo-3-fluoro-2-trifluoromethyl-allyl)-benzene 
• 108535-39-3 α-trifluoromethyl-β-phenylethanol 
• 125774-52-9 oxime de la trifluoro-methyl benzyl cetone-syn 
• 158388-65-9 N-(1,1,1-trifluoro-3-phenyl-iso-propylidene)benzylamine 
• 130481-22-0 2-Benzyl-1,1,1-trifluoro-pent-4-en-2-ol 
• 167279-18-7 ethyl 5-(trifluoromethyl)-4-phenylthiophene-2-carboxylate 
• 256488-46-7 2-hydroxymethyl-4-phenyl-5-trifluoromethylthiophene 
• 208108-75-2 5-trifluoromethyl-4-phenyl-thiophene-2-carboxylic acid chloride 
• 208108-76-3 (4-phenyl-5-trifluoromethyl)thiophene-2-carboxylic acid 
• 569685-43-4 4-((4-phenyl-5-trifluoromethyl-2-thienyl)methoxy)benzaldehyde 
• 569685-42-3 3-[(4-formyl)phenyl]-5-(4-phenyl-5-trifluoromethyl-2-thienyl)-1,2,4-oxadiazole 
• 569685-50-3 3-[(4-hydroxymethyl)phenyl]-5-(4-phenyl-5-trifluoromethyl-2-thienyl)-1,2,4-oxadiazole 
• 569685-49-0 3-[(4-carbomethoxy)phenyl]-5-(4-phenyl-5-trifluoromethyl-2-thienyl)-1,2,4-oxadiazole 

Relevant articles and documents

Access to substituted trifluoromethyl ketones using the versatile synthetic intermediate (E)-1,1-dimethyl-2-(1,1,1-trifluoropropan-2-ylidene)hydrazine

The N,N-dimethylhydrazone of 1,1,1-trifluoroacetone, (E)-1,1-dimethyl-2-(1,1,1-trifluoropropan-2-ylidene)hydrazine, has been shown to undergo a diverse set of reactions following deprotonation with n-butyl-lithium; including alkylation, addition to ketones and aldehydes, as well as palladium-catalyzed cross-couplings with aryl bromides. Mild hydrolysis of the N,N-dimethylhydrazone products from these transformations affords the corresponding trifluoromethyl ketones in good to excellent yields.

Copper-Catalyzed Trifluoromethylation of Aliphatic N-Arylhydrazones: A Concise Synthetic Entry to 2-Trifluoromethylindoles from Simple Aldehydes

The copper-catalyzed C(sp2)-H trifluoromethylation of N,N-disubstituted hydrazones using the Togni reagent is demonstrated to proceed efficiently for aliphatic aldehyde-derived substrates. The success of the reactions relied on the choice of the N,N-diphenylamino group as the terminal hydrazone amino group where N,N-dialkylamino groups were preferred for (hetero)aromatic aldehyde-derived substrates. In addition, the trifluoromethylated N-arylhydrazones are shown to be ideal substrates for Fischer indole synthesis allowing a straightforward, three-step access to 2-trifluoromethylindole derivatives from simple aldehydes.

Highly efficient synthesis of chiral α-CF3 amines via Rh-catalyzed asymmetric hydrogenation

Highly enantioselective catalytic asymmetric hydrogenation of α-CF3-enamides has been achieved by employing rhodium-DuanPhos as the catalyst, which provides a readily accessible method for the synthesis of chiral trifluoromethylated amines. The reaction has a broad substrate scope; both aryl- and alkyl-substituted α-CF3-enamides worked smoothly and afford the corresponding chiral amines in high yields and excellent enantioselectivities (up to 99% ee).