Organic Lab Reactions 62

Organic Lab Reactions 62 - THE USE OF FLUORIDES OF SILVER...

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THE USE OF FLUORIDES OF SILVER AND MERCURY 57 fluoride; the last reagent converts difluoroethyl iodide, CHF 2 CH 2 I, and difluoroethylidene bromide, CHF 2 CHBr 2 , to trifluoro- and tetrafluoro- ethane, respectively. Vinyl halides are not affected. With respect to the relative ease of replacement, the various halogen-containing groups fall into the order discussed in connection with antimony"trifluoride. Silver fluoride is difficult to prepare in anhydrous form, and it has the further disadvantage that only half of its fluorine is available because the exchange reaction stops with the formation of the compound AgF- AgCl. Mercuric fluoride and mercurous fluoride are, therefore, more convenient reagents despite the lower fluorine content of mercurous fluoride. Mercurous fluoride 36 > "• 38 converts alkyl iodides readily to alkyl fluo- rides; with alkyl bromides the yields range from 60 to 90%; alkyl chlo- rides have not been extensively studied. Mercurous fluoride is not a satisfactory reagent for polyhalides because it tends to remove halogens
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This note was uploaded on 11/20/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

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