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On the nature of conformational preferences of 4-fluoromethylated groups in 1,3-dioxanes

✍ Scribed by P. Dirinck; M. Anteunis

Publisher
Elsevier Science
Year
1972
Tongue
English
Weight
278 KB
Volume
2
Category
Article
ISSN
0022-1139

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✦ Synopsis

Using NMR parameters, we have previously reported1 the equilibria that exist between the conformers in trans-4-CF,H3_.-6-methyl-l,3-dioxanes, (I) + (II). Only free energy differences at 300Β°K were obtained.

Corresponding derivatives with 2-methyl groups also may be equilibrated under acid conditions, and the equilibrium between the configurational isomers, (III) + (IV), may thus be evaluated accurately by quantitative GLC.

We now report the results obtained by this chemical epimerization at several temperatures, from which some estimates of the thermodynamic parameters AH" and AS" may be derived. The present data obtained for AG" are in complete agreement with our previously reported 1 results.

Experimental and results

πŸ“œ SIMILAR VOLUMES

The Kerr constants of 4-and 5-phenyl-1,3
The Kerr constants of 4-and 5-phenyl-1,3-dioxanes and the conformations of their phenyl groups
✍ V. E. Kataev; S. G. Vul'fson; A. N. Vereshchagin; Marc Anteunis; Dirk Tavernier; πŸ“‚ Article πŸ“… 2010 πŸ› Wiley (John Wiley & Sons) βš– 414 KB πŸ‘ 2 views

## Abstract The molar Kerr constants and the dipole moments of __r__‐2‐__cis__‐5‐dimethyl‐__trans__‐5‐ø‐1,3‐dioxane (1), __r__;‐2‐__trans__‐5‐dimethyl‐__cis__‐5‐ø‐1,3‐dioxane (2), 2‐methyl‐5,5‐di‐ø‐1,3‐dioxane (3), __cis__‐2‐methyl‐4‐ø‐1,3‐dioxane (4)‐2‐__cis__‐6‐dimethyl‐__cis__‐4‐ø‐1,3‐dioxane (5