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An NMR study of the conformational equilibrium of 5-fluoro-1,3-dioxan in solution. Dependence on solventSee Ref. 1. (1972)

Hall, L. D. ; Johnson, R. N.

Chichester : Wiley-Blackwell

Organic Magnetic Resonance 4 (1972), S. 369-376

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ISSN: 0030-4921

Keywords: Chemistry ; Analytical Chemistry and Spectroscopy

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: The 1H and 19F NMR parameters of 5-fluoro-1,3-dioxan (1) dissolved in a number of solvent systems are interpreted on the basis of fast inversion between two chair conformations. In cyclohexane solution the two chair conformations are almost equally populated, whereas in more polar solvents, such as chloroform, the conformation having the fluorine substituent in an axial position is strongly preferred. Addition of acetic acid to a solution of 1 in cyclohexane increases the preference of the fluorine substituent for the axial orientation. Possible reasons for these observations are discussed.

Additional Material: 2 Ill.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/mrc.1270040303

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