Add time:08/09/2019 Source:sciencedirect.com
The conformational free energy of the hydroxyl group of 4-HYDROXYCYCLOHEXANONE (cas 13482-22-9) oxime has been found to be 0.33 and 0.61 Kcal./mole in pyridine and D2O, respectively. These values are intermediate to those of the hydroxyl group of cyclohexanol and 4-hydroxycyclohexanone in the corresponding solvents. Comparison of the spectrum of 4-tert-butylcyclohexanone-3(axial),5,5-d3 oxime with that of 4-hydroxycyclohexanone oxime and utilization of the long-range deshielding effect of the oximido group has permitted assignment of the individual resonances in the spectrum of the latter compound to specific hydrogens. Moreover, the comparison of spectra and use of the oximido group long-range deshielding effect has provided an independent check on the validity of the equilibrium positions calculated herein.
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