A proton magnetic resonance study of [Formula: see text] and 5-CH 2 F-5′-Me-1,3-dioxanes and the corresponding 2-Me-substituted derivatives enables approximate conformational insights. The system prefers an equatorial polar substitutent at C-5. This is very pronounced for CHF 2 , and to a lesser but still important extent for CH 2 F (ΔΔH 0 = 488 cal/mol; ΔΔS 0 = −3.0 e.u.).
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Anteunis et al. (1972) studied this question.