93250-21-6

Basic information

• Product Name: 1-Hexanone, 3-hydroxy-2-methyl-1-phenyl-
• CAS NO: 93250-21-6
• Molecular Formula: C13H18O2
• Molecular Weight: 206.285
• Mol File: 93250-21-6.mol

Chemical Properties

• CAS DataBase Reference: 1-Hexanone, 3-hydroxy-2-methyl-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Hexanone, 3-hydroxy-2-methyl-1-phenyl-(93250-21-6)
• EPA Substance Registry System: 1-Hexanone, 3-hydroxy-2-methyl-1-phenyl-(93250-21-6)

Safety Data

• Hazardous Substances Data: 93250-21-6(Hazardous Substances Data)

Upstream product

• 131703-60-1 2-Methyl-1-phenyl-3-trimethylsilanyloxy-hexan-1-one 
• 124659-36-5 2-(3-Methyl-2-phenyl-2,3-dihydro-benzothiazol-2-yl)-1-phenyl-propan-1-one 
• 123-72-8 butyraldehyde 
• 768-03-6 Phenyl vinyl ketone 
• 93-55-0 1-phenyl-propan-1-one 
• 37471-46-8 1-phenyl-1-trimethylsiloxypropene 
• 66323-99-7 trimethyl[(Z)-(1-phenyl-1-propenyl)oxy]silane 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 62559-30-2 1-phenylpropyl trimethylsilyl ether 
• 936-59-4 3-chloropropiophenone 

Downstream Products

• 81733-92-8 3-hydroxy-2-methyl-1-phenyl-1-hexanone 
• 218932-44-6 (E)-2-Methyl-1-phenyl-hex-2-en-1-one 

Relevant articles and documents

Borane-Catalyzed Direct Asymmetric Vinylogous Mannich Reactions of Acyclic α,β-Unsaturated Ketones

Herein, we report that, by using chiral bicyclic bisborane catalysts, we have achieved the first highly regio-, diastereo-, and enantioselective direct asymmetric vinylogous Mannich reactions of acyclic α,β-unsaturated ketones. The strong Lewis acidity and steric bulk of the bisborane catalysts were essential for the observed high yields and selectivities.

Iron-Modified Mesoporous Silica as an Efficient Solid Lewis Acid Catalyst for the Mukaiyama Aldol Reaction

Fe-MCM-41 and Fe-SBA-15, two different iron-containing mesoporous silicas, were successfully synthesized by a straightforward and versatile method using iron acetylacetonate as a metal precursor. pH adjustment with ammonia during the synthesis was found t

Gallium(III) triflate catalyzed diastereoselective mukaiyama aldol reaction by using low catalyst loadings

A mild method for the diastereoselective Mukaiyama aldol reaction is reported. By using a low loading of the gallium(III) triflate catalyst (down to 0.01 mol-%), the transformation proceeds efficiently to afford the corresponding β-hydroxy ketones in yields up to 92a€‰%. To the best of our knowledge, this is the first report of a metal triflate acting as a safe, bench-stable, and slow-releasing source of triflic acid for the Mukaiyama aldol reaction. A diastereoselective Mukaiyama aldol reaction was performed under mild conditions with a low loading of the gallium(III) triflate catalyst (down to 0.01 mol-%). The transformation proceeded efficiently to afford the corresponding β-hydroxy ketones in yields up to 92a€‰%. Copyright

Generation of rhodium enolates via retro-aldol reaction and its application to regioselective aldol reaction

Retro-aldol reactions of β-hydroxy ketones take place under rhodium catalysis, leading to regioselective formation of the corresponding rhodium enolates. The enolates react with aldehydes in situ to afford the corresponding aldol adducts in high yields.

Direct, practical, and powerful crossed aldol additions between ketones and ketones or aldehydes utilizing environmentally benign TiCl4-Bu3N reagent

An efficient TiCl4-Bu3N - (cat. TMSCl)-promoted aldol addition between ketones and ketones or aldehydes was performed. This environmentally benign method is advantageous from a green chemical viewpoint with regard to yield, substrate

Phosphine/Lewis acid mediated Reformatsky-type reaction of α-bromoketone or -thioester derivatives

The combination of (?-tolyl)3P/TiCl4 effectively promoted the Reformatsky-type reaction of α-bromoketone or -thioester derivatives with various aldehydes, and the corresponding β-hydroxy carbonyl compounds were obtained in good yield

Reductive generation of enolates from enones using elemental hydrogen: Catalytic C-C bond formation under hydrogenative conditions

Exposure of enones to elemental hydrogen in the presence of a Rh(I) catalyst enables reductive enolate generation, as evidenced by electrophilic trapping of the enolate by appendant and exogenous aldehyde partners. The significance of these findings resides in the ability to regioselectivity generate and transform transition metal enolates under catalytic conditions that circumvent formation of stoichiometric byproducts. Copyright

Diarylborinic acids as efficient catalysts for selective dehydration of aldols

Diarylborinic acids with electron-withdrawing substituents at their aryl groups are efficient Lewis acid catalysts for Mukaiyama aldol condensation and selective dehydration of anti-aldols to α,β-enones in the presence of syn-aldols. The Lewis acidities of diarylborinic acids are much higher than those of the corresponding arylboronic acids.

TiCl4/Bu3N/(catalytic TMSOTf): Efficient agent for direct aldol addition and claisen condensation

TiCl4/Bu3N conducts highly efficient cross aldol additions between different ketones and between ketones and aldehydes, in good to excellent yields with high syn-stereoselectivities. As an extension, direct Claisen condensation between methyl esters was also promoted by TiCl4/Bu3N with 0.05 equiv of TMSOTf co-catalyst.

Novel Reactive Silyl Enolates. Highly Stereoselective Aldol and Michael Reactions without Catalysts

Novel silyl enolates, prepared in situ from ketones and dimethylsilyl ditriflate (Me2Si(OTf)2) in the presence of a tertiary amine, reacted smoothly with electrophiles such as aldehydes, acetals, or α,β-unsaturated ketones without catalyst at -78 deg C to