348-73-2

Basic information

• Product Name: 2-Propanone, 1,1,1-trifluoro-3-phenyl-, oxime
• Synonyms: 1,1,1-trifluoro-3-phenylpropan-2-one oxime;1,4-Diacetyl-piperidin-oxim;oxime de la trifluoro-methyl benzyl cetone;1,1,1-Trifluor-3-phenyl-aceton-oxim;1,1,1-trifluoro-3-phenyl-acetone oxime;Oxim des 1,4-Diacetyl-piperidins
• CAS NO: 348-73-2
• Molecular Formula: C9H8F3NO
• Molecular Weight: 203.164
• Mol File: 348-73-2.mol

Chemical Properties

• Melting Point: 38-40 °C
• Boiling Point: 235.5±40.0 °C(Predicted)
• Density: 1.23±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 2-Propanone, 1,1,1-trifluoro-3-phenyl-, oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propanone, 1,1,1-trifluoro-3-phenyl-, oxime(348-73-2)
• EPA Substance Registry System: 2-Propanone, 1,1,1-trifluoro-3-phenyl-, oxime(348-73-2)

Safety Data

• Hazardous Substances Data: 348-73-2(Hazardous Substances Data)

Upstream product

• 350-92-5 1,1,1-Trifluoro-3-phenylpropan-2-one 
• 770-09-2 benzyltrimethylsilane 
• 136430-43-8 (Z)-(2-ethoxy-3,3,3-trifluoroprop-1-enyl)benzene 
• 108-88-3 toluene 

Downstream Products

• 1108200-12-9 (S)-N-acetyl-3-phenyl-1,1,1-trifluoro-2-propyl amine 
• 1639939-99-3 C₁₂H₁₄F₃NO₂ 
• 404-20-6 (+/-)-1,1,1-trifluoro-3-phenyl-2-aminopropane 
• 130481-18-4 N-(2-benzyl-1,1,1-trifluoropent-4-en-2-yl)hydroxylamine 
• 457-49-8 3-cyclohexyl-1,1,1-trifluoropropan-2-one 
• 457-48-7 2-cyclohexyl-1-trifluoromethyl-ethylamine 

Relevant articles and documents

Catalytic C-H activation of phenylethylamines or benzylamines and their annulation with allenes

Tetrahydro-3-benzazepines and tetrahydroisoquinolines are synthesized in one step from allenes and phenylethylamines or benzylamines, respectively. Mechanistically, it is assumed that activation of a C-H bond of an aromatic ring with Pd(II) occurs, directed by the primary amine, leading to the formation of a palladacycle into which an allene then undergoes insertion. The resulting π-allyl intermediate cyclizes to the products by an intramolecular allylic alkylation. The process is particularly useful with 2,3-butadienoates and amines having a quaternary carbon at the α-position. (Chemical Equation Presented).

Economical and practical strategies for synthesis of α-trifluoromethylated amines

A powerful approach to synthesize α-trifluoromethylated amines has been developed. The method is operationally simple, broad in substrate scope and amenable to scale-up using trifluoroacetic anhydride. Meanwhile, the strategy not only provided a versatile approach to synthesize α-trifluoromethylated amines but also provides a new method for exploring the new reactivity of trifluoroacetic anhydride.

Stereoselective transformations of α-trifluoromethylated ketoximes to optically active amines by enzyme-nanometal cocatalysis: Synthesis of (s)-inhibitor of phenylethanolamine n-methyltransferase

One-pot cascade synthesis of optically active α-trifluoromethylated amines directly from ketoximes was accomplished with the use of Candida antarctica lipase B and catalysts prepared by atomic layer deposition (ALD). Compared to the commercial palladium catalyst, the ALD-prepared catalysts showed much higher activity and afforded various α-trifluoromethylated amides in good yields and with high enantioselectivity. One of the enantiopure amides was further hydrolyzed into the corresponding amine, which was treated as a crucial starting material for total synthesis of (S)-inhibitor of phenylethanolamine N-methyltransferase without loss of chiral information.

Synthesis and application of benzyl-TMS derivatives as bench stable benzyl anion equivalents

The regioselective benzylic metalation of toluenes using BuLi/KO tBu/TMP(H) (LiNK metalation conditions) and subsequent transmetalation to Si by reaction with TMSCl provides a general one-pot procedure for the synthesis of substituted benzyltrimethylsilanes. ArCH 2Si(Me)3 derivatives are bench stable reagents yet can serve as benzyl anion equivalents under mild reaction conditions. Following activation with fluoride they can successfully participate in a wide range of additions to both non-enolizable and enolizable carbonyls. In addition, their use in the synthesis of isochromanones and trifluoromethylated amines is illustrated. The broad synthetic scope and mild practical conditions of use for ArCH2Si(Me)3 reagents demonstrate their general potential as benzyl anion equivalents.