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HA + A" ^ A 2 HHB+ + B ^ B2H+ REFERENCES Hydrogen bonding: (a) reviews, abstracts. 1. 2. 3. 4. LASSETTRE, Chem. Revs. 20, 259 (1937). CALDIN, Quart. Revs. 7, 255 (1953). COULSON, Research (London) 10, 149 (1957). MCCLELLAN, (a) The Hydrogen Bond, Freeman, 1960 (2250 references). (b) Effect of condensation and of association by hydrogen bonding on acid-base reactions. 5. HARTLEY, / . Chem. Soc. 199 (1931). 6. WALDEN and E. BIRR, Z. Physik. Chem. A163, 263, 321 (1932). 7. V . K . DOWNES, / . Am.
In sulphuric acid we are limited in respect of basic conditions by the couple H 2 S0 4 /HS04 ; all the bases used in water are now strong bases, reacting completely with the solvent to give HSO^ which is the strongest base which can then exist. On the other hand, in liquid ammonia the only limitation is by the couple NH3/NHJ; reactions can thus be carried out in very basic conditions unknown in water; in particular, very weak acids can be neutralized. CASES OF SLIGHTLY ACIDIC AND SLIGHTLY BASIC SOLVENTS.
M . F u o s s and C . A . K R A U S , J. Am. Chem. Soc. 55, 476, 1019, 2387 (1933). 12. Fuoss, Chem. Revs. 17, 27 (1935). 13. Fuoss, / . Am. Chem. Soc. 57, 488 (1935). 14. SHEDLOVSKY, / . Franklin Inst. 225, 739 (1938). 15. M . A . Fuoss, / . Am. Chem. Soc. 6 1 , 294 (1939). 16. WITSCHONKE and C . A . K R A U S , / . Am. Chem. Soc. 69, 2472 (1947). 17. SHEDLOVSKY, J. Am. Chem. Soc. 7 1 , 1496 (1949). 18. A. LIFSON, / . Am. Chem. Soc. 73, 5889 (1951). 19. 20. 21. 22. 23. 24. 25. 26. 27. 28. 29. 30.