By H. J. Emeléus
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Extra info for The Chemistry of Fluorine and its Compounds
Its reactions with ammonia and amines PERFLUORO ORGANOMETALLIC C O M P O U N D S 59 are those expected for a compound with an S—CI bond, but an unusual reaction occurs with phosphine, H C l being elimi nated and the substituted phosphines (CF3S)2PH and and (CF3S)3P being produced. g. CF3SCI + C2H5SH ^ CF3S2C2H5 + HCl CF3SCI + H2S — CF3S3CF3 + 2HC1 The most important group o f perfluoroalkyl derivatives of sulfur containing a function group are the sulfonic acids. There are various ways o f making the simplest member C F 3 S O 2 H , though in the main they do not correspond with those used for alkyl or aryl sulfonic acids.
Reaction occurs only above about 400° and if the temperature is increased to 500-700° normal burning is observed, leading mainly to carbon tetrafluoride. Rufl* and Bretschneider found that at 420-460° fluorine was absorbed by graphite to give a gray hydrophobic solid material, the composition o f which was represented approximately by the 37 38 THE CHEMISTRY OF FLUORINE formula C F . Other workers, notably W . and G . 995 the product is almost pure white, transparent in thin layers, and also practically non-conducting.
Reference is made later to pentafluorophenyl Grignard com pounds and their applications. It may be noted here that they 50 THE CHEMISTRY OF FLUORINE are relatively easy to make and have been widely used in synthesis. Perfluoroalkyl lithium compounds are rather similar in their instability to the perfluoroalkyl magnesium compounds considered above. , E t 2 0 , -IS" AÍ-C3F7I + 2 L i - - - W-C3F7LÍ + Lil Et20, - 5 5 " «-C3F7I + CH3LÍ , /2-C3F7LÍ + CH3I The lithium compounds cannot be isolated and their solu tions decompose in a similar way to those o f the magnesium compounds when allowed to warm to room temperature.