165883-65-8

Basic information

• Product Name: (R)-2-[(E)-2-phenylvinyl]oxirane
• Synonyms: (R)-2-[(E)-2-phenylvinyl]oxirane
• CAS NO: 165883-65-8
• Molecular Weight: 146.189
• Mol File: 165883-65-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-2-[(E)-2-phenylvinyl]oxirane(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-[(E)-2-phenylvinyl]oxirane(165883-65-8)
• EPA Substance Registry System: (R)-2-[(E)-2-phenylvinyl]oxirane(165883-65-8)

Safety Data

• Hazardous Substances Data: 165883-65-8(Hazardous Substances Data)

Upstream product

• 111324-03-9 1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2Λ⁵,4Λ⁵-catenadi(phosphazene) 
• 104-55-2 3-phenyl-propenal 
• 591218-51-8 (2R,3E)-1-chloro-4-phenylbut-3-en-2-ol 
• 1021153-94-5 (2S,3E)-1-chloro-4-phenylbut-3-en-2-yl acetate 
• 89368-01-4 2-styryloxirane 

Relevant articles and documents

Highly enantioselective ylide-mediated synthesis of terminal epoxides

The highly efficient asymmetric epoxidation of aldehydes by methylene transfer is now possible using new sulfonium salts. This journal is

Enzymatic resolution of chlorohydrins for the synthesis of enantiomerically enriched 2-vinyloxiranes

A series of vinylchlorohydrins are resolved by enzymatic kinetic resolution. The resulting R-alcohols, obtained in up to 99% ee, are stereoselectively converted into vinyloxiranes in high yield. The S-acetates, obtained in up to 99% ee were either deprotected to S-alcohols, or cyclized directly to vinyl oxiranes under basic conditions, with moderate to no loss in ee. The results are consistent with a racemization mechanism involving reversible migration of the acetate during deprotection. Georg Thieme Verlag Stuttgart.