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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