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ChemicalBook CAS DataBase List (Perfluorobutyl)ethylene
19430-93-4

(Perfluorobutyl)ethylene synthesis

8synthesis methods
-

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]

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