Spectrophotometric, polarographic and conductometric evidence for triple ion formation from benzenesulfonate and diphenyl phosphate salts in protophobic aprotic solvents
✍ Scribed by Masashi Hojo; Hiroshi Hasegawa; Yoshihiro Miyauchi; Hironori Moriyama; Hitoshi Yoneda; Souichirou Arisawa
- Book ID
- 103065906
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- English
- Weight
- 922 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0013-4686
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✦ Synopsis
The formation of triple cations (C,H,SO;(Li+),) in acetonitrile was shown by re-resolution of C,H,SOsLi precipitate with the addition of a large excess of LiClO, to tetraethylammonium benxenesolfonate (Et,N C,H,SO,). The conductivities of tributylammonium benxenesulfonate in benxonitrile and nitrobenxene were explained by symmetrical triple ion formation (MsX+ and MX;) in addition to ion pair formation (MX), while in acetonitrile by ion pair formation alone. Tributylammonium diphenyl phosphate (n-Bu,NH(PhO),PO,) formed triple ions even in propylene carbonate with the high dielectric constant (s, = 64.4 at 25°C). The present study and a recalculation of previous work have shown that the association of RsNH+ X-(R = Et or n-Bu) in benxonitrile increases in the following order: NO; < C,H,SO; < ptoluenesulfonate < CH,SO;, while the K, values by the Shedlovsky analysis increase in the opposite order.