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The deprotonation of internally hydrogen‐bonded acids. Mechanistic conclusions from the influence of general bases
Author(s) -
PerlmutterHayman Berta,
Shinar Ruth
Publication year - 1977
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.550090102
Subject(s) - chemistry , ionic strength , deprotonation , hydrogen , ionic bonding , dissociation (chemistry) , base (topology) , diffusion , alizarin red , computational chemistry , thermodynamics , organic chemistry , ion , medicine , mathematical analysis , staining , physics , mathematics , pathology , aqueous solution
The reactions between alizarin yellow G and six different bases B (including OH − ) and between tropaeolin 0 and eight different bases have been investigated at 25°C and an ionic strength of 0.5 M , using the temperature‐jump method. From the form of the log k B versus Δp K curves it is concluded that for alizarin yellow G the observed relaxation time is due chiefly to a diffusion‐controlled reaction between the base and that fraction which is present in the “open” non‐hydrogen‐bonded form, whereas for tropaeolin 0 the base attacks the hydrogen bridge. The dissociation constants for the internally bound hydrogen have been measured under the same conditions of temperature and ionic strength, using a spectrophotometric method.