ChemicalBook CAS DataBase List (Perfluorobutyl)ethylene

(Perfluorobutyl)ethylene synthesis

8synthesis methods

Product Name:(Perfluorobutyl)ethylene
CAS Number:19430-93-4
Molecular formula:C6H3F9
Molecular Weight:246.07

Disiloxane, 1,1,3,3-tetramethyl-1,3-bis(3,3,4,4,5,5,6,6,6-nonafluoro-1-iodohexyl)-

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19430-93-4
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Yield:19430-93-4 89%

Reaction Conditions:

with tetra-n-butylammoniumfluoride trihydrate in N,N-dimethyl-formamide at 100;

Steps:

4.2.1 Preparation of (perfluorobutyl)-ethene (6a) by the TBAF assisted cleavage of 3a, 4a, and 5a (Table 1, entries1-3)

General procedure: In a round bottomed flask equipped for distillation was placed the α-iodoethylsiloxane (3a, 4.39 g, 5.0 mmol), or the alkenylsiloxane (4a, 3.11 g, 5.0 mmol), or the alkenylfluorosilane (5a, 3.22 g, 10 mmol), TBAF·3H₂O (4.73 g, 15 mmol) and 10 mL of DMF, respectively. Then the mixture was stirred and heated at 100 °C with an oil bath. The evolution of the title olefin started immediately and the distillations were complete within 30 min. Yield: 2.19 g (89%/3a), or 1.85 g (75%/4a), or 1.80 g (73%/5a) colorless oils, all with GC assay: 98%. The NMR data were in agreement with those reported [4].

References:

Csapo, Agnes;Rabai, Jozsef [Journal of Fluorine Chemistry,2012,vol. 144,p. 79 - 85,7]