Nuclear magnetic resonance spectroscopy. Carbon-13 chemical shifts in acyclic and alicyclic alcohols

Abstract

The chemical shifts of ^(13)C in a variety of acyclic and alicyclic alcohols have been determined by high resolution
\nnmr spectroscopy with the aid of proton decoupling. It has been found that there are rather good linear 
\nrelationships between carbon chemical shifts in alcohols and analogously constituted hydrocarbons, wherein a
\nmethyl group replaces the hydroxyl group. The linear correlation coefficients for relationships of the general type δ_CROH = Aδ_CRCHa + B are better than 0.98 for shifts of corresponding ɑ (directly attached hydroxyl), β, y, and δ
\ncarbons for a variety of primary, secondary, and tertiary acyclic alcohols and cyclohexanols carrying both axial and
\nequatorial substituents. The shifts of the carbons of a number of cycloalkanols have been investigated in hope of
\nproviding information about conformations in medium-sized ring compounds.