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Rate constants for the addition of the 2-hydroxy-2-propyl radical to alkenes in solution

✍ Scribed by K. Héberger; H. Fischer

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
432 KB
Volume
25
Category
Article
ISSN
0538-8066

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✦ Synopsis

Absolute rate constants for the addition of the 2-hydroxy-2-propyl radical to 18 substituted alkenes (CH2 = C X Y ) were determined at (296 -+ 1) Kin 2-propanol by time-resolved electronspin-resonance spectroscopy. With alkene substitution the rate constants vary by more than 6 orders of magnitude. For 3,3-dimethyl-but-l-ene the temperature dependence is given by log k/M-' . s-l = 6.4 -19.1/0 where 0 = 2.303 RT in kJ/mol-l. As shown by a good correlation with the alkene electron affinities, log k296lM-l . s-l = 6.46 + 1.71 . EA/eV ( r = 0.930), 2-hydroxy-2-propyl is a very nucleophilic radical, and its addition rates are highly governed by polar effects.

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