111197-79-6

Basic information

• Product Name: 1-Propanone, 2-hydroxy-1-(4-methylphenyl)-, (2S)-
• CAS NO: 111197-79-6
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Mol File: 111197-79-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-Propanone, 2-hydroxy-1-(4-methylphenyl)-, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 2-hydroxy-1-(4-methylphenyl)-, (2S)-(111197-79-6)
• EPA Substance Registry System: 1-Propanone, 2-hydroxy-1-(4-methylphenyl)-, (2S)-(111197-79-6)

Safety Data

• Hazardous Substances Data: 111197-79-6(Hazardous Substances Data)

Upstream product

• 1855-08-9 1-(p-Tolyl)-1,2-propanedione 
• 5337-93-9 4'-methylpropiophenone 
• 2698-14-8 1-methyl-4-(prop-1-enyl)benzene 
• 104-87-0 4-methyl-benzaldehyde 
• 75-07-0 acetaldehyde 
• 73208-70-5 ethyl (2S)-2-(tetrahydropyran-2-yloxy)propionate 
• 111199-11-2 (S)-2-methoxymethoxy-1-(4-methylphenyl)-1-propanone 

Downstream Products

• 111197-87-6 (S)-2-hydroxy-1-(4-methylphenyl)-1-propanone 2,2-dimethyl-trimethylene acetal 
• 103593-53-9 (S)-2-methylsulfonyloxy-1-(4-methylphenyl)-1-propanone 2,2-dimethyl-trimethylene acetal 
• 103593-52-8 (S)-2-methylsulfonyloxy-1-(4-methylphenyl)-1-propanone dimethyl acetal 
• 111197-83-2 (S)-2-hydroxy-1-(4-methylphenyl)-1-propanone dimethyl acetal 

Relevant articles and documents

Enantio- and regioselective reduction of α-diketones by baker's yeast

Although yeast reduction of α-diketones 1 affords a mixture of two α-hydroxy ketones and a vic-diol, the use of methyl vinyl ketone as an enzyme inhibitor prevents the production of the diol. Regioselectivity in the reduction to afford α-hydroxy ketones i

Biocatalytic route to chiral acyloins: P450-catalyzed regio- and enantioselective α-hydroxylation of ketones

P450-BM3 and mutants of this monooxygenase generated by directed evolution are excellent catalysts for the oxidative α-hydroxylation of ketones with formation of chiral acyloins with high regioselectivity (up to 99%) and enantioselectivity (up to 99% ee). This constitutes a new route to a class of chiral compounds that are useful intermediates in the synthesis of many kinds of biologically active compounds.

Asymmetric reduction of α-keto esters and α-diketones with a bakers' yeast keto ester reductase

Optically pure α-hydroxy esters and α-hydroxy ketones have been synthesized by the reduction of the corresponding ketones with a keto ester reductase isolated from bakers' yeast (YKER-I). The reduction of α-keto esters affords the corresponding (S)- or (R)-hydroxy esters selectively, where the stereochemical course depends on the chain length of the alkyl substituent on the carbonyl group. An α-keto short alkanoic ester affords the corresponding (S)-hydroxy ester, whereas a long alkanoate yields the corresponding (R)-hydroxy ester. The reduction of α-diketones affords the corresponding (S)-2-hydroxy ketones regio- and stereoselectively.