Abstract
The E.S.R. spectra of the radical anions of pyridine, 4-picoline, 3,5-lutidine, 2,6-lutidine, pyrazine, pyrimidine, pyridine N-oxide, 4-picoline N-oxide and 2,6-lutidine N-oxide have been observed in liquid ammonia. The data for pyridine, pyrazine and pyrimidine can be combined to evaluate Q N N = +27·3, Q CN N = -1·7 and Q H = -24·5 gauss independently of molecular orbital spin densities. Good agreement is found for the observed coupling constants for the N-heterocyclics and McLachlan's theory with methyl group coupling consistent with both Levy's hyperconjugation equations and with Q CH3 eff. = 25·7 gauss. The coupling constants for the N-oxides are in satisfactory agreement with an arbitrary set of molecular orbital parameters.
Highlights
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Reagent grade pyridine"las refluxed over BaO, distilled at atmospheric pressure onto CaH2, and transferred on a vacuum line, after degassing, to a capillary tube of appropriate volume (2 to 8 1-11)
Summary
Reagent grade pyridine"las refluxed over BaO, distilled at atmospheric pressure onto CaH2, and transferred on a vacuum line, after degassing, to a capillary tube of appropriate volume (2 to 8 1-11). This sample could be distilled into the electrolytic cell. Distillation at atmospheric pressure resulted in apparent decomposition, the tar .Tas placed on the vacuum line and about 0.75 cc were collected in a liquid nitrogen trap after 24 hours. This sample ,.,ras a clear colorless liquid at room temperature. Due to the 10\'T vapor pressure this compound "Tas transferred to the electrolytic cell ,\-Tith a microliter syringe
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