327628-46-6

Basic information

• Product Name: (2R,3S)-2,3-bis(4-fluorophenyl)oxirane
• Synonyms: (2R,3S)-2,3-bis(4-fluorophenyl)oxirane
• CAS NO: 327628-46-6
• Molecular Weight: 232.23
• Mol File: 327628-46-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2R,3S)-2,3-bis(4-fluorophenyl)oxirane(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-2,3-bis(4-fluorophenyl)oxirane(327628-46-6)
• EPA Substance Registry System: (2R,3S)-2,3-bis(4-fluorophenyl)oxirane(327628-46-6)

Safety Data

• Hazardous Substances Data: 327628-46-6(Hazardous Substances Data)

Upstream product

• 3462-95-1 (4-fluorobenzyl)triphenylphosphonium chloride 
• 459-57-4 4-fluorobenzaldehyde 
• 588-56-7 1,2-bis(p-fluorophenyl)ethylene 
• 588-56-7 (E)-1,2-di(4-fluorophenyl)ethene 
• 405-99-2 para-fluorostyrene 
• 588-56-7 (Z)-1,2-bis(4-fluorophenyl)ethylene 

Downstream Products

• 1010075-11-2 (S)-1,2-bis(4-fluorophenyl)ethanol 
• 1010075-02-1 (1R,2R)-1,2-bis(4-fluorophenyl)-2-(phenylselanyl)ethanol 
• 1021348-18-4 (1S,2S)-1,2-bis(4-fluorophenyl)-2-(phenylselanyl)ethanol 
• 327628-49-9 (1S,2S)-2-chloro-1,2-bis(4-fluorophenyl)ethanol 
• 1379689-28-7 (1R,2R)-2-(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)-1,2-bis(4-fluorophenyl)ethanol 
• 1379689-47-0 (1R,2R)-2-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)-1,2-bis(4-fluorophenyl)ethanol 
• 1379689-46-9 (1R,2R)-2-(3,5-dimethyl-1H-pyrazol-1-yl)-1,2-bis(4-fluorophenyl)ethanol 

Relevant articles and documents

Redesign of a Pyrylium Photoredox Catalyst and Its Application to the Generation of Carbonyl Ylides

We report the exploration into photoredox generation of carbonyl ylides from benzylic epoxides using newly designed 4-mesityl-2,6-diphenylpyrylium tetrafluoroborate (MDPT) and 4-mesityl-2,6-di-p-tolylpyrylium tetrafluoroborate (MD(p-tolyl)PT) catalysts. These catalysts are excited at visible wavelengths, are highly robust, and exhibit some of the highest oxidation potentials reported. Their utility was demonstrated in the mild and efficient generation of carbonyl ylides from benzylic epoxides that otherwise could not be carried out by current common photoredox catalysts.

Allenes in asymmetric catalysis: Asymmetric ring opening of meso-epoxides catalyzed by allene-containing phosphine oxides

(Chemical Equation Presented) Unsymmetrically substituted allenes (1,2-dienes) are inherently chiral and can be prepared in optically pure form. Nonetheless, to date the allene framework has not been incorporated into ligands for asymmetric catalysis. Since allenes project functionality differently than either tetrahedral carbon or chiral biaryls, they may create complementary chiral environments. This study demonstrates that optically active, C 2-symmetric allene-containing bisphosphine oxides can catalyze the addition of SiCl4 to meso-epoxides with high enantioselectivity. The epoxide opening likely involves generation of a Lewis acidic, cationic (bisphosphine oxide)SiCl3 complex. The fact that high asymmetric induction is observed suggests that allenes may represent a new platform for the development of ligands and catalysts for asymmetric synthesis.