70 t ALIPHATIC FLUORINE COMPOUNDS to allow the fluorine to accumulate in the solvent. Many accidents have occurred when mixtures of fluorine and an inert gas (usually nitrogen) were passed through a solution of an organic compound, in carbon tetrachloride or difluorodichloromethane. These accidents were caused by the fact that fluorine dissolved, while the diluent passed through the solution unabsorbed. For this mode of operation, the best solvents are the fluorinated refrigerants available commerciauy (CCI2F2 and C2F4CI2) or liquefied hydrogen fluoride. 62 The interaction of fluorine with an organic compound liberates a quantity of energy which is frequently of the order of magnitude of, or greater than, the energy which binds the carbon atoms in chains. It is estimated M that the addition of fluorine to a double bond liberates 1(2! calories per mole, whereas chlorine liberates only 30 calories. Careful control qf the temperature throughout the reacting masses is therefore essential. Even in the most favorable cases, much decomposition occurs
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