105183-84-4

Basic information

• Product Name: 2-Pentanone, 3-phenyl-, (S)-
• CAS NO: 105183-84-4
• Molecular Formula: C11H14O
• Molecular Weight: 162.232
• Mol File: 105183-84-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-Pentanone, 3-phenyl-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pentanone, 3-phenyl-, (S)-(105183-84-4)
• EPA Substance Registry System: 2-Pentanone, 3-phenyl-, (S)-(105183-84-4)

Safety Data

• Hazardous Substances Data: 105183-84-4(Hazardous Substances Data)

Upstream product

• 4286-15-1 (S)-2-phenylbutyric acid 
• 917-54-4 methyllithium 
• 1528-39-8 3-phenyl-2-pentanone 
• 159345-11-6 (S)-N-((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-N-methyl-2-phenyl-butyramide 
• 103-80-0 phenylacetyl chloride 
• 159213-05-5 pseudoephedrine benzeneacetamide 

Relevant articles and documents

Enantioselective kinetic resolution of 3-phenyl-2-ketones using Baeyer-Villiger monooxygenases

The enantioselective kinetic resolution of two 3-phenyl-2-ketones using four different Baeyer-Villiger monooxygenases (BVMO) expressed recombinantly in Escherichia coli was studied. The highest enantioselectivity (E = 82) was achieved for 3-phenyl-2-butanone using a BVMO originating from Pseudomonas fluorescens. A BVMO from Pseudomonas putida showed an opposite (R)-enantiopreference and E = 12.

BVMO-catalysed dynamic kinetic resolution of racemic benzyl ketones in the presence of anion exchange resins

4-Hydroxyacetophenone monooxygenase from Pseudomonas fluorescens ACB was employed in the presence of a weak anion exchange resin to perform dynamic kinetic resolutions of racemic benzyl ketones with high conversions and good optical purities. Different parameters that affect to the efficiency of the enzymatic Baeyer-Villiger oxidation and racemisation were analyzed in order to optimize the activity and selectivity of the biocatalytic system. The Royal Society of Chemistry.

Pseudoephedrine as a practical chiral auxiliary for the synthesis of highly enantiomerically enriched carboxylic acids, alcohols, aldehydes, and ketones

The use of pseudoephedrine as a practical chiral auxiliary for asymmetric synthesis is described in full. Both enantiomers of pseudoephedrine are inexpensive commodity chemicals and can be N-acylated in high yields to form tertiary amides. In the presence of lithium chloride, the enolates of the corresponding pseudoephedrine amides undergo highly diastereoselective alkylations with a wide range of alkyl halides to afford α-substituted products in high yields. These products can then be transformed in a single operation into highly enantiomerically enriched carboxylic acids, alcohols, aldehydes, and ketones.