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Volumn 70, Issue 19, 2005, Pages 7721-7730

Kinetics of proton transfer from cationic carbon acids in water and aqueous DMSO. Effect of activating groups and solvent on intrinsic rate constants

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; INORGANIC ACIDS; IONIC CONDUCTION; PHOSPHORUS COMPOUNDS; POSITIVE IONS; RATE CONSTANTS; SOLUTIONS; WATER;

EID: 24944488874     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo051166r     Document Type: Article
Times cited : (9)

References (45)
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    • note
    • 6,7
  • 21
    • 77956521816 scopus 로고
    • Furter, W. F., Ed.; Advances in Chemistry 177; American Chemical Society: Washington, DC
    • Wells, C. F. In Thermodynamic Behavior of Electrolytes in Mixed Solvents; Furter, W. F., Ed.; Advances in Chemistry 177; American Chemical Society: Washington, DC, 1979; p 53.
    • (1979) Thermodynamic Behavior of Electrolytes in Mixed Solvents , pp. 53
    • Wells, C.F.1
  • 23
    • 24944489206 scopus 로고    scopus 로고
    • note
    • 20
  • 26
    • 24944552013 scopus 로고    scopus 로고
    • note
    • a values.
  • 29
    • 0003861404 scopus 로고
    • Academic Press: New York
    • Johnson, A. W. Ylid Chemistry, Academic Press: New York, 1966; p 292.
    • (1966) Ylid Chemistry , pp. 292
    • Johnson, A.W.1
  • 31
    • 24944464980 scopus 로고    scopus 로고
    • note
    • -) is anionic.
  • 33
    • 24944477361 scopus 로고    scopus 로고
    • note
    • q is the number of equivalent basic sites on the amine, while p is the number of equivalent protons on the protonated amine.
  • 34
    • 24944476532 scopus 로고    scopus 로고
    • note
    • 32 postulate, this should lead to a transition state with less proton transfer which is consistent with a smaller β value. However, for the two neutral acids 5H and 6H DMSO decreases the acidity, and hence, the observed trend in β is inconsistent with the Hammond-Leffler postulate.
  • 37
    • 24944490023 scopus 로고    scopus 로고
    • note
    • 34
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    • 24944575213 scopus 로고    scopus 로고
    • note
    • 4c,36,37
  • 43
    • 24944591047 scopus 로고    scopus 로고
    • note
    • TS into components that include the respective solvent activity coefficient and a measure of the imbalance between solvation/desolvation and proton transfer discussed in ref 4c is not necessary for the present discussion and will not be attempted here.
  • 45
    • 0001125524 scopus 로고
    • Blatt, E. H., Ed.; Wiley: New York
    • Cooper, R. M.; Davidson, L. H. In Organic Synthesis; Blatt, E. H., Ed.; Wiley: New York, 1943; Collect. Vol. II, p 480.
    • (1943) Organic Synthesis , vol.2 , pp. 480
    • Cooper, R.M.1    Davidson, L.H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.