Download The Chemistry of Nonaqueous Solvents. Volume VB: Acid and by J.J. Lagowski (Eds.) PDF

By J.J. Lagowski (Eds.)

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The weak bases thiourea and nitroguanidine cannot be titrated in acetic acid. Inasmuch as ionic perchlorates are virtually insoluble in HOTFA,152 the reactions being followed are probably precipitation reactions. Harriss and Milne45 titrated the acid [H2OTFA][B(OTFA)4] with CsOTFA in the ion-pair region of concentration conductometrically and from a knowledge of A and KD for the acid, base, and salt they were able to calculate the observed titration curve. The end-point inflection point is very slight because the A and KD of all three solutes are very similar: CsOTFA + [H 2 OTFA][B(OTFA) 4 ] - Cs[B(OTFA)4] + 2HOTFA (24) Trifluoroacetic acid 189,190 and its mixtures with BF 3 -H 2 0 1 9 1 have been used as media for studying the protonation of arenechromium tricarbonyls, arenechromium dicarbonyl triphenylphosphines, and manganese cyclopentadienyl carbonyl complexes.

Lorentzen, J. Am. Chem. Soc. 74, 4746 (1952). 32. F. E. Harris and C. T. O'Konski, J. Am. Chem. Soc. 76, 4317 (1954). 33. A. Kreglewski, Bull. Acad. Pol. , Ser. Sei. Chim. 10, 629 (1962). 34. M. G. D. Dissertation, University of Ottawa (1971). 35. M. D. Taylor and M. B. Templeman, J. Am. Chem. Soc. 78, 2950 (1956). 36. Y. Y. Fialkov and V. S. Zhikharev, J. Gen. Chem. USSR (Engl. ) 33, 3397 (1963). 37. J. J. Jasper and H. Wedlick, J. Chem. Eng. Data 9, 446 (1964). 38. T. Sano, N. Tatsumato, Y. Mende, and T.

6 x 10"6/sec. Halogen participation accompanied by 1,2, 1,4, 1,5, and 1,6 shifts, 43 1. 250 -7~^-ONs - Ä V Cl. HOFTA \ - 0 \ tHOFTA' o-. X Cl £ / TFA HOFTA* S O/ Cl / '53' Such reactions may only be studied in weakly nucleophilic solvents. Solvolysis of olefins has also been studied, using HOTFA as solvent. Peterson243 found that 1-hexene reacted to give 76% 2-hexyltrifluoroacetate and 24% 3-hexyltrifluoroacetate. Mason and Norman251 also found evidence for hydride transfer with an SN1 mechanism in the reactions of olefins they studied.

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