16725-76-1

Basic information

• Product Name: 1-Butanone, 2-methyl-1-phenyl-, (S)-
• CAS NO: 16725-76-1
• Molecular Formula: C11H14O
• Molecular Weight: 162.232
• Mol File: 16725-76-1.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 1-Butanone, 2-methyl-1-phenyl-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Butanone, 2-methyl-1-phenyl-, (S)-(16725-76-1)
• EPA Substance Registry System: 1-Butanone, 2-methyl-1-phenyl-, (S)-(16725-76-1)

Safety Data

• Hazardous Substances Data: 16725-76-1(Hazardous Substances Data)

Upstream product

• 1730-91-2 (S)-2-Methylbutyric acid 
• 71-43-2 benzene 
• 27763-54-8 (S)-2-methylbutanoyl chloride 
• 1565-80-6 (2S)-2-methyl-1-butanol 
• 17763-67-6 Phenyl triflate 
• 609815-86-3 Trimethyl-((Z)-2-methyl-1-phenyl-but-1-enyloxy)-silane 
• 196702-56-4 S-2-benzoylbutyl acetothiolate 
• 100-58-3 phenylmagnesium bromide 
• 77858-01-6 ((S)-1-Methoxymethyl-2-phenyl-ethyl)-[1-phenyl-but-(E)-ylidene]-amine 
• 74-88-4 methyl iodide 
• 75-03-6 ethyl iodide 
• 77857-99-9 ((S)-1-Methoxymethyl-2-phenyl-ethyl)-[1-phenyl-prop-(E)-ylidene]-amine 

Downstream Products

• 938-87-4 2-methyl-1-phenyl-butan-1-one 
• 873998-30-2 2-bromo-2-methyl-1-phenylbutan-1-one 
• 40560-30-3 (S)-(+)-2-Methyl-1-phenylbutan 

Relevant articles and documents

Rearrangement of N- tert-Butanesulfinyl Enamines for Synthesis of Enantioenriched α-Hydroxy Ketone Derivatives

Treating chiral N-tert-butanesulfinyl ketimines with potassium hexamethyldisilazide (or potassium tert-butoxide) and methyl triflate gives N-methylated N-tert-butanesulfinyl enamine intermediates that undergo stereoselective [2,3]-rearrangement to afford α-sulfenyloxy ketones with excellent enantiopurities. This cascade of enamination-N-methylation-rearrangement was even used to generate acyclic tertiary α-hydroxy ketones bearing two α-substituents showing negligible differences in bulkiness, such as methyl and ethyl groups.

Ketone Synthesis by a Nickel-Catalyzed Dehydrogenative Cross-Coupling of Primary Alcohols

An intermolecular coupling of primary alcohols and organotriflates has been developed to provide ketones by the action of a Ni(0) catalyst. This oxidative transformation is proposed to occur by the union of three distinct catalytic cycles. Two competitive oxidation processes generate aldehyde in situ via hydrogen transfer oxidation or (pseudo)dehalogenation pathways. As aldehyde forms, a Ni-catalyzed carbonyl-Heck process enables formation of the key carbon-carbon bond. The utility of this rare alcohol to ketone transformation is demonstrated through the synthesis of diverse complex and bioactive molecules.

Fluoride Anions in Self-Assembled Chiral Cage for the Enantioselective Protonation of Silyl Enol Ethers

The potential of Song's chiral oligoethylene glycols (oligoEGs) as catalysts was explored in the enantioselective protonation of trimethylsilyl enol ethers in combination with alkali metal fluoride (KF and CsF) and in the presence of a proton source. Highly enantioselective protonations of various silyl enol ethers of α-substituted tetralones were achieved, producing chiral α-substituted tetralones in full conversion and with up to 99% ee. The established protocol was successfully extended to the synthesis of biologically relevant chiral α-substituted chromanone and thiochromanone derivatives.