Proton transfer in acetonitrile: homo- and heteroassociation +N-bases and trimethyl-N-oxide

✍ Scribed by Zenon Pawlak; Georg Zundel; Johanes Fritsch; Alicja Wawrzynów; Stefan Kuna; Maria Tusk

• Publisher: Elsevier Science
• Year: 1984
• Tongue: English
• Weight: 457 KB
• Volume: 29
• Category: Article
• ISSN: 0013-4686
• DOI: 10.1016/0013-4686(84)87080-2

✦ Synopsis

Abstrsc+

-From electrometric measurements on protonated N-bases and trimethyl-N-oxide in acetonitrile (AN), the following constants have been determined: K, for the acidic dissociation BH+ +B + H+ and K, for the homo-(or heteroassociation, BH+ + B (or R) + BHB + (or BHR '). The homoassociation constants of N-bases (log K, -2.5) do not provide any information about the effects of acidity. Trimethyl-N-oxide, (CH&NO, is different from other bases. It has a very high association constant (log K, = 5.51) and the protonated form is five units of pKa higher in acidity than protonated N-bases with the same acidity in water. If both partners (BH+ + R) in heterocamplexes are aliphatic or aliphaticaromatic the poH (C, 3 CR,+) in the complexes is about three units higher than for complexes formed by two aromatic N-base molecules.