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Mechanism of reactions of unsaturated ethers and thioethers. VIII: Acid-catalyzed addition of water to 1-alkynyl ethers

✍ Scribed by E. J. Stamhuis; W. Drenth

Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
360 KB
Volume
82
Category
Article
ISSN
0165-0513

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✦ Synopsis

Abstract

Additional evidence for the occurrence of a rate determining proton transfer in the hydration of 1‐alkynyl ethers is afforded by the value of the solvent deuterium isotope effect, k/k = 1.7.

The addition of water to 1‐ethoxy‐1‐propyne was investigated in a series of alcohol‐water mixtures. Application of the criterium of Grunwald indicates that a solvent molecule is not bound covalently in the slow proton transfer step.

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