27729-98-2

Basic information

• Product Name: [(2S,3R)-3-(4-fluorophenyl)oxiran-2-yl](phenyl)methanone
• CAS NO: 27729-98-2
• Molecular Formula: C₁₅H₁₁FO₂
• Molecular Weight: 242.245
• Mol File: 27729-98-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 372°C at 760 mmHg
• Flash Point: 172.7°C
• Density: 1.277g/cm³
• Vapor Pressure: 9.91E-06mmHg at 25°C
• Refractive Index: 1.6
• CAS DataBase Reference: [(2S,3R)-3-(4-fluorophenyl)oxiran-2-yl](phenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: [(2S,3R)-3-(4-fluorophenyl)oxiran-2-yl](phenyl)methanone(27729-98-2)
• EPA Substance Registry System: [(2S,3R)-3-(4-fluorophenyl)oxiran-2-yl](phenyl)methanone(27729-98-2)

Safety Data

• Hazardous Substances Data: 27729-98-2(Hazardous Substances Data)

Upstream product

• 1608-51-1 4-fluorochalcone 
• 124-38-9 carbon dioxide 
• 459-57-4 4-fluorobenzaldehyde 
• 70-11-1 α-bromoacetophenone 
• 98-86-2 acetophenone 
• 405-99-2 para-fluorostyrene 

Downstream Products

• 135460-27-4 3-Bromo-3-(4-fluoro-phenyl)-2-hydroxy-1-phenyl-propan-1-one 
• 99430-35-0 3-Fluoro-3-(4-fluoro-phenyl)-2-hydroxy-1-phenyl-propan-1-one 

Relevant articles and documents

Synthesis and characterization of 1,3,5-triarylpyrazol-4-ols and 3,5-diarylisoxazol-4-ols from chalcones and theoretical studies of the stability of pyrazol-4-ol toward acid dehydration

The synthesis of diverse pyrazol-4-ol and isoxazole-4-ol heterocycles involving only 3 reaction steps is reported in this study. However, the synthesis of carboxamide pyrazol-4-ol has failed in the conditions used in the synthesis, acid methanol solution. The carboxamide pyrazol-4-ol decomposes via dehydration, forming the respective pyrazol. Theoretical calculations were used to elucidate the dehydration reaction. We have found a mechanism for acid-catalyzed dehydration that can explain the experimental observations. The calculated free energy profile for acid-catalyzed dehydration of the carboxamide pyrazol-4-ol and phenylpyrazole-4-ol point out that the latter is more stable in relation dehydration, with a dehydration rate 100 times smaller in acid methanol solution.

Organocatalytic Enantioselective γ-Elimination: Applications in the Preparation of Chiral Peroxides and Epoxides

An organocatalyzed enantioselective γ-elimination process has been achieved and applied in the kinetic resolution of peroxides to access chiral peroxides and epoxides. The reaction provided a pathway for the preparation of two useful synthetic and biologically important structural motifs through a single-step reaction. A range of substrates has been resolved with a selectivity factor up to 63. The obtained enantioenriched peroxides and epoxides allowed a series of transformations with retained optical purities.

IBX-I2 redox couple for facile generation of IOH and I +: Expedient protocol for iodohydroxylation of olefins and iodination of aromatics

(Chemical Equation Presented) IBX is readily reduced to IBAin the presence of molecular iodine in DMSO to generate hypoiodous acid (IOH), which reacts with a variety of olefins as well as R, β-unsaturated ketones leading to their respective iodohydrins with anti stereochemistry. The same redox chemistry in acetonitrile containing TFA produces iodonium ions for facile iodination of a variety of aromatic compounds in respectable isolated yields.