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March 1, 1970Journal of the American Chemical Society318 citations

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

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JRJohn D. RobertsGriffith UniversityFWFrank J. WeigertSpitäler SchaffhausenJKJacqueline I. Kroschwitz

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Abstract

The chemical shifts of ^ (13) C in a variety of acyclic and alicyclic alcohols have been determined by high resolution spectroscopy with the aid of proton decoupling. It has been found that there are rather good linear between carbon chemical shifts in alcohols and analogously constituted hydrocarbons, wherein a group replaces the hydroxyl group. The linear correlation coefficients for relationships of the general type δCROH = AδCRCHa + B are better than 0. 98 for shifts of corresponding ɑ (directly attached hydroxyl), β, y, and δ for a variety of primary, secondary, and tertiary acyclic alcohols and cyclohexanols carrying both axial and substituents. The shifts of the carbons of a number of cycloalkanols have been investigated in hope of information about conformations in medium-sized ring compounds.

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Cite This Study

Roberts et al. (1970) studied this question.

synapsesocial.com/papers/6a927dd9317a541e90979788https://doi.org/10.1021/ja00708a038
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