64294-69-5

Basic information

• Product Name: C₁₄H₁₆OP⁽¹⁺⁾*CF₃O₃S^(1-)
• Synonyms: C₁₄H₁₆OP⁽¹⁺⁾*CF₃O₃S^(1-)
• CAS NO: 64294-69-5
• Molecular Weight: 380.325
• Mol File: 64294-69-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₄H₁₆OP⁽¹⁺⁾*CF₃O₃S^(1-)(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₄H₁₆OP⁽¹⁺⁾*CF₃O₃S^(1-)(64294-69-5)
• EPA Substance Registry System: C₁₄H₁₆OP⁽¹⁺⁾*CF₃O₃S^(1-)(64294-69-5)

Safety Data

• Hazardous Substances Data: 64294-69-5(Hazardous Substances Data)

Upstream product

• 333-27-7 methyl trifluoromethanesulfonate 
• 2129-89-7 diphenyl(methyl)phosphine oxide 
• 1079-66-9 chloro-diphenylphosphine 
• 4020-99-9 diphenylphosphinous acid methyl ester 

Downstream Products

• 2129-89-7 diphenyl(methyl)phosphine oxide 
• 119-27-7 2,4-dinitroanisole 

Relevant articles and documents

A Systems Approach to a One-Pot Electrochemical Wittig Olefination Avoiding the Use of Chemical Reductant or Sacrificial Electrode

An unprecedented one-pot fully electrochemically driven Wittig olefination reaction system without employing a chemical reductant or sacrificial electrode material to regenerate triphenylphosphine (TPP) from triphenylphosphine oxide (TPPO) and base-free in situ formation of Wittig ylides, is reported. Starting from TPPO, the initial step of the phosphoryl P=O bond activation proceeds through alkylation with RX (R=Me, Et; X=OSO2CF3 (OTf)), affording the corresponding [Ph3POR]+X? salts which undergo efficient electroreduction to TPP in the presence of a substoichiometric amount of the Sc(OTf)3 Lewis acid on a Ag-electrode. Subsequent alkylation of TPP affords Ph3PR+ which enables a facile and efficient electrochemical in situ formation of the corresponding Wittig ylide under base-free condition and their direct use for the olefination of various carbonyl compounds. The mechanism and, in particular, the intriguing role of Sc3+ as mediator in the TPPO electroreduction been uncovered by density functional theory calculations.