193197-06-7

Basic information

• Product Name: (E)-2-((Z)-3-Oxo-3-thiophen-2-yl-1-trifluoromethyl-propenyl)-4-(triphenyl-λ⁵-phosphanylidene)-pent-2-enedioic acid dimethyl ester
• Synonyms: (E)-2-((Z)-3-Oxo-3-thiophen-2-yl-1-trifluoromethyl-propenyl)-4-(triphenyl-λ⁵-phosphanylidene)-pent-2-enedioic acid dimethyl ester
• CAS NO: 193197-06-7
• Molecular Weight: 622.601
• Mol File: 193197-06-7.mol

Chemical Properties

• CAS DataBase Reference: (E)-2-((Z)-3-Oxo-3-thiophen-2-yl-1-trifluoromethyl-propenyl)-4-(triphenyl-λ⁵-phosphanylidene)-pent-2-enedioic acid dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-((Z)-3-Oxo-3-thiophen-2-yl-1-trifluoromethyl-propenyl)-4-(triphenyl-λ⁵-phosphanylidene)-pent-2-enedioic acid dimethyl ester(193197-06-7)
• EPA Substance Registry System: (E)-2-((Z)-3-Oxo-3-thiophen-2-yl-1-trifluoromethyl-propenyl)-4-(triphenyl-λ⁵-phosphanylidene)-pent-2-enedioic acid dimethyl ester(193197-06-7)

Safety Data

• Hazardous Substances Data: 193197-06-7(Hazardous Substances Data)

Upstream product

• 70577-95-6 methyl 4,4,4-trifluoro-2-butynoate 
• 193196-98-4 (E)-5-Oxo-5-thiophen-2-yl-2-(triphenyl-λ⁵-phosphanylidene)-pent-3-enoic acid methyl ester 
• 15109-98-5 (α-Thienacyl)methyltriphenylphosphonium bromide 

Relevant articles and documents

A facile synthesis of dimethyl 4-(α-furyl)- and 4-(α-thienyl)-6-perfluoroalkylisophthalates via acyclic precursors

In the presence of K2CO3, reaction of methyl propynoate 2 with (α-furoyl)methyltriphenylphosphonium bromide 1a or (α-thienacyl)-methyltriphenylphosphonium bromide 1b gave methyl 4-(α-furoyl)-2-(triphenylphosphoranylidene)but-3-enoate 4a or methyl 4-(α-thienacyl)-2-(triphenylphosphoranylidene)but-3-enoate 4b as the major product. Phosphorane 4a or 4b could react further with methyl perfluoroalkynoates 5a-b to afford dimethyl 2-(α-furoyl-1-perfluoroalkylvinyl)-4-(triphenylphosphoranylidene)pent-2-enedioates 7a-b or dimethyl 2-(α-thienacyl-1-perfluoroalkylvinyl)-4-(triphenylphosphoranylidene)pent-2-enedioates 7c-d, respectively. Dimethyl 4-(α-furyl)-6-perfluoroalkylisophthalates 8a-b or dimethyl 4-(α-thienyl)-6-perfluoroalkylisophthalates 8c-d were prepared in high yields via intramolecular Wittig reaction of phosphoranes 7a-d under heating in a sealed tube in xylenes. The structures of these compounds were confirmed by IR spectroscopy, mass spectrometry, 1H, 19F and 13C NMR spectra, and elemental analyses. Reaction mechanisms of the formation of compounds 4, 6, 7 and 8 were also proposed. Elsevier Science S.A.