Journal of Fluorine Chemistry p. 109 - 116 (1994)
Update date:2022-08-31
Topics:
Winter, Rolf
Gard, Gary L.
The addition of either SF5Br or SF5Cl to a number of unsaturated esters is discussed.The new SF5 esters, SF5CH2CHBr(OAc), SF5CH2CHBrC(O)OC2H5, SF5CH(C(O)OC2H5)CHBr(OAc) and SF5CH2CHClCH2OAc, were prepared from vinyl acetate, ethyl acrylate, β-acetoxyethyl acrylate and allyl acetate, respectively (OAc=CH3C(O)O).The ester SF5CH2C(O)OCH3 was prepared by peracid oxidation of the acetal SF5CH2CH(OCH3)2.Base treatment of SF5CH2CHClCH2OAc did not give an epoxide but, unexpectedly, produced the novel SF5CH=CHCH2OH.This alcohol is the first example of an SF5-containing ene-ol.
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