174075-47-9

Basic information

• Product Name: (S)-(Z)-4-(2-fluoroethenyl)-2,2-dimethyl-3-oxazolidinecarboxylic acid 1,1-dimethylethyl ester
• CAS NO: 174075-47-9
• Molecular Weight: 245.294
• Mol File: 174075-47-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-(Z)-4-(2-fluoroethenyl)-2,2-dimethyl-3-oxazolidinecarboxylic acid 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(Z)-4-(2-fluoroethenyl)-2,2-dimethyl-3-oxazolidinecarboxylic acid 1,1-dimethylethyl ester(174075-47-9)
• EPA Substance Registry System: (S)-(Z)-4-(2-fluoroethenyl)-2,2-dimethyl-3-oxazolidinecarboxylic acid 1,1-dimethylethyl ester(174075-47-9)

Safety Data

• Hazardous Substances Data: 174075-47-9(Hazardous Substances Data)

Downstream Products

• 174075-49-1 (S)-(Z)-2-<<1,1-dimethylethoxycarbonyl>amino>-4-fluoro-3-butenoic acid 
• 174075-48-0 ((Z)-(S)-3-Fluoro-1-hydroxymethyl-allyl)-carbamic acid tert-butyl ester 

Relevant articles and documents

Synthesis and Horner-Wittig Chemistry of (Fluoromethyl)diphenylphosphane Oxide

(Fluoromethyl)diphenylphosphane oxide (1) was obtained by heating (diphenylphosphinoyl)methyl p-toluenesulfinate (2) with potassium fluoride. Compound 1 is a stable, crystalline solid, suitable for application in the Horner-Wittig reaction. The compound described in the literature under this name was found to be benzylphenylphosphinic fluoride (5). The anion of phosphane oxide 1 readily reacted with a wide range of carbonyl to yield diastereomeric mixtures of α-fluoro-β-(hydroxyalkyl)phosphane oxides (7), which in most cases could be separated. The ease of phosphinate elimination to yield (E)- and (Z)-1-fluoroalkenes 8 stereoselectively was found to be strongly dependent upon conformation and substituent patern. The route presented here avoids the use of hazardous fluorohalomethanes, which were employed in several earlier Wittig-related approaches to vinyl fluorides.