Equilibrium acidities of some sulfones and sulfoxides in tetrahydrofuran

被引:16
|
作者
Streitwieser, A
Wang, GP
Bors, DA
机构
[1] Department of Chemistry, University of California, Berkeley
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4020(97)00351-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ion pair acidities are reported in tetrahydrofuran (THF) solution for the lithium and cesium salts of several sulfones and one sulfoxide. These salts are shown to be monomeric in the THF solutions studied. Thermodynamic constants are reported for several salts. The results and some conductivity studies show that both the lithium and cesium salts are contact ion pairs in THF. Because of ion association the relative pKs are slightly lower for cesium salts and much lower for lithium salts than fbr the free ions in DMSO solution. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:10103 / 10112
页数:10
相关论文
共 50 条
  • [41] The preparation and properties of certain sulfoxides and sulfones
    Shriner, RL
    Struck, HC
    Jorison, WJ
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1930, 52 : 2060 - 2069
  • [42] CYCLOADDITION OF DIAZOALKANES TO ALLENIC SULFONES AND SULFOXIDES
    VENIARD, L
    POURCELOT, G
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE PARTIE II-CHIMIE MOLECULAIRE ORGANIQUE ET BIOLOGIQUE, 1973, (9-10): : 2746 - 2752
  • [43] DETERMINATION OF SULFOXIDES AND SULFONES BY IR SPECTROSCOPY
    IGLAMOVA, NA
    MAZITOVA, FN
    SHAGIDULLIN, RR
    DOROSHKINA, GM
    IVANOV, VG
    KABATSKAYA, IS
    CHEMISTRY AND TECHNOLOGY OF FUELS AND OILS, 1990, 26 (9-10) : 557 - 558
  • [44] THE MANNICH REACTION OF CEPHALOSPORIN SULFOXIDES AND SULFONES
    JASZBERENYI, JC
    PETRIKOVICS, I
    GUNDA, ET
    HOSZTAFI, S
    ACTA CHIMICA ACADEMIAE SCIENTARIUM HUNGARICAE, 1982, 110 (01): : 81 - 84
  • [45] THE ABSORPTION SPECTRA OF SOME PHENYL SULFIDES, SULFOXIDES AND SULFONES CONTAINING NITRO AND AMINO GROUPS
    SZMANT, HH
    MCINTOSH, JJ
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (09) : 4356 - 4359
  • [46] KINETIC AND EQUILIBRIUM ACIDITIES OF 3-NITROPROPENE AND SOME OF ITS DERIVATIVES
    BORDWELL, FG
    HAUTALA, JA
    JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (16): : 3116 - 3123
  • [47] CARBON ACIDITY .77. ION-PAIR CARBON ACIDITIES OF SOME SILANES IN TETRAHYDROFURAN
    STREITWIESER, A
    XIE, LF
    WANG, P
    BACHRACH, SM
    JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (07): : 1778 - 1784
  • [48] EQUILIBRIUM ACIDITIES IN DIMETHYL SULFOXIDE
    BRAUMAN, JI
    BRYSON, JA
    KAHL, DC
    NELSON, NJ
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (22) : 6679 - &
  • [49] EQUILIBRIUM ACIDITIES OF WEAK ACIDS
    BORDWELL, FG
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1977, 173 (MAR20): : 1 - 1
  • [50] KINETIC AND EQUILIBRIUM ACIDITIES OF NITROCYCLOALKANES
    BORDWELL, FG
    BARTMESS, JE
    HAUTALA, JA
    JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (16): : 3113 - 3116