19804-81-0

Basic information

• Product Name: rel-Phenyl(3β*-phenyl-3-methyloxirane-2α*-yl) ketone
• Synonyms: Methanone, [(2R,3S)-3-methyl-3-phenyl-2-oxiranyl]phenyl-, rel-
• CAS NO: 19804-81-0
• Molecular Formula: C₁₆H₁₄O₂
• Molecular Weight: 238.28
• Mol File: 19804-81-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 161-163.5 °C
• Boiling Point: 372.3±42.0 °C(Predicted)
• Appearance: /
• Density: 1.168±0.06 g/cm3(Predicted)
• CAS DataBase Reference: rel-Phenyl(3β*-phenyl-3-methyloxirane-2α*-yl) ketone(CAS DataBase Reference)
• NIST Chemistry Reference: rel-Phenyl(3β*-phenyl-3-methyloxirane-2α*-yl) ketone(19804-81-0)
• EPA Substance Registry System: rel-Phenyl(3β*-phenyl-3-methyloxirane-2α*-yl) ketone(19804-81-0)

Safety Data

• Hazardous Substances Data: 19804-81-0(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 98-83-9 isopropenylbenzene 
• 98-86-2 acetophenone 
• 6397-70-2 3-hydroxy-1,3-diphenylbutan-1-one 
• 495-45-4 dypnone 
• 925-93-9 ethyl [2]alcohol 
• 141-52-6 sodium ethanolate 
• 19804-64-9 cis-(3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone 
• 70729-30-5 1,3-Diphenyl-3-chloro-2-hydroxy-1-butanone 
• 54435-79-9 (E)-1,3-diphenyl-3-methyl-2-propen-1-one 
• 64-17-5 ethanol 
• 124-41-4 sodium methylate 
• 19804-64-9 trans-(3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone 
• 66364-97-4 1,3-Diphenyl-3-chloro-2-hydroxy-1-butanone 

Downstream Products

• 19804-64-9 trans-(3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone 
• 70397-72-7 1,2-Diphenyl-2-methyl-1,3-propanedione 
• 70729-30-5 1,3-Diphenyl-3-chloro-2-hydroxy-1-butanone 
• 19804-64-9 cis-(3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone 
• 66364-97-4 1,3-Diphenyl-3-chloro-2-hydroxy-1-butanone 
• 92007-87-9 1,3-Diphenyl-2-hydroxy-3-methoxy-1-butanone 
• 92007-86-8 1,3-Diphenyl-2-hydroxy-3-methoxy-1-butanone 
• 2042-85-5 1,2-diphenylpropan-1-one 
• 91899-75-1 1,3-Diphenyl-1,2-butanedione 
• 5355-62-4 1,3-Diphenyl-butan-1,3-diol 
• 5381-88-4 1,3-Diphenyl-1,2-dihydroxy-butan 
• 102704-17-6 2-phenyl-3-(1-phenyl-ethyl)-quinoxaline 
• 74097-67-9 (+/-)-(4S,5S)-4,5-dihydro-5-methyl-3,5-diphenyl-1-tosyl-1H-pyrazol-4-ol 
• 74097-59-9 (+/-)-(4S,5R)-4,5-dihydro-5-methyl-3,5-diphenyl-1-tosyl-1H-pyrazol-4-ol 

Relevant articles and documents

Iron-catalyzed carbonylation-peroxidation of alkenes with aldehydes and hydroperoxides

A three-component reaction of alkenes, aldehydes, and hydroperoxides catalyzed by FeCl2 to β-peroxy ketones has been achieved. This three-component reaction can be also applied to the synthesis of α-carbonyl epoxides, through either a stepwise base-induced epoxidation of the separated β-peroxy ketone products or a one-pot process by simply adding base to the reaction mixture after the completion of the three-component reaction.

Synthesis, Structure, and Sterreoselective Reaction of a Chiral Hydroxy-Stabilized Metal-Free Enolate

The reaction of acetophenone with tetrabutylammonium hydroxide affords the tetrabutylammonium enolate of phenyl (2-hydroxy-2-phenyl)propyl ketone.The crystal structure of this chiral enolate shows intramolecular hydrogen bonding between the hydroxyl group and the enolate oxygen atom.Furthermore, the α-methylene units of the ammonium counterion form hydrogen bonds to the basic enolate C and O atoms and to the O atom of the hydroxy group.This three-point bonding occurs selectively on the Re,Re side, a phenomenon which may be responsible for the direction of diastereoselectively in the epoxide-forming reaction of the enolate with N-bromosuccinimide. - Keywords: asymmetric synthesis; chirality; enolates; hydrogen bonds; structure elucidation