Abstract
Using the aqueous TiCl 3H 2O 2 radical-generating method at 10–40°C, we have successfully characterized by EPR radicals formed from the substrates 3-buten-2-ol, I, and 1,3-butanediol, II, namely, from I, ·CH 2CH(OH)CH(OH)CH 3, CH 2OH)CHCH(OH)CH 3 and, from II, ·CH(OH)CH 2CH(OH)CH 3, CH 2(OH)CHCH(OH)CH 3, and CH 2(OH)CH 2C(OH)CH 3. There have been earlier analogous EPR studies of ·CH 2CH(OH)CH(OH)CH 3 and CH 2(OH)CHCH(OH)CH 3 and our data agree with the results of these previous investigations when allowance is made for their incompleteness and lower resolution. The results for the hitherto unreported species ·CH(OH)CH 2CH(OH)CH 3 and CH 2(OH)CH 2C(OH)CH 3 are in reasonable agreement with expectation. The data for the former radical show a particularly large α-CH proton splitting constant and, on account of the γ-C chiral center, the β-CH 2 protons are inequivalent.
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