ChemicalBook CAS DataBase List 1,1,2-TRIFLUORO-1-BUTENE

1,1,2-TRIFLUORO-1-BUTENE synthesis

5synthesis methods

Product Name:1,1,2-TRIFLUORO-1-BUTENE
CAS Number:383-84-6
Molecular formula:C4H5F3
Molecular Weight:110.08

1463983-58-5
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383-84-6
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Yield:383-84-6 100 %Spectr.

Reaction Conditions:

with lithium iodide in [D₃]acetonitrile at 20; for 0.5 h;Inert atmosphere;

Steps:

Reaction of EtCF₂CF₂ZnEt (5) with LiI

To a CD₃CN (0.6 mL) solution of ZnEt₂ (10.3 μL, 1.0 M in hexane solution, 0.10 mmol) was added α,α,α-trifluorotoluene as an internal standard. The resultant solution was then transferred into a pressure-tight NMR tube. The NMR tube was degassed and then TFE (3.5 atm, > 0.30 mmol) was charged into the tube. After thermostating the reaction mixture at 60 °C for 8 h, ¹⁹F NMR observation revealed that the carbozincation product 5 was generated in 12% yield. The NMR tube was then degassed, and a CD₃CN (0.6 mL) solution of LiI (32.6 mg, 0.240 mmol) was added to the resulting solution. ¹⁹F NMR observation revealed that 5 was completely converted into 1 in quantitative yield.

References:

Ohashi, Masato;Kamura, Ryohei;Doi, Ryohei;Ogoshi, Sensuke [Chemistry Letters,2013,vol. 42,# 8,p. 933 - 935] Location in patent:supporting information