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The deprotonation of internally hydrogen-bonded acids. Mechanistic conclusions from the influence of general bases

✍ Scribed by Berta Perlmutter-Hayman; Ruth Shinar


Publisher
John Wiley and Sons
Year
1977
Tongue
English
Weight
509 KB
Volume
9
Category
Article
ISSN
0538-8066

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✦ Synopsis


Abstract

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.


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