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NMR Experiments on Acetals: XVIII [I]. Cis-Trans Equilibria in Some 2,4-Disubstituted 1,3-Dioxolanes

✍ Scribed by Y. Rommelaere; M. Anteunis


Publisher
Wiley (John Wiley & Sons)
Year
2010
Weight
166 KB
Volume
79
Category
Article
ISSN
0037-9646

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✦ Synopsis


Abstract

Thermodynamic parameters for the cis‐trans equilibrium of 2, 4‐disubstituted 1, 3‐dioxolanes were evaluated using gaschromatographic data. The equilibrium is always close to 60:40 (cis:trans), and only very slightly dependent on the nature of the substituents. The t. butyl group substituted in dioxolanes has no anancomeric (biasing) effect.


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## Abstract 300 MHz spectra are obtained for cis‐, and trans‐2‐trlfluoromethyl‐4‐(chloro) methyl‐1, 3‐dioxolanes. A comparative study with other 2, 4‐disubstituted and 2, 2‐bis trifluoromethyl trisubstituted dioxolanes, allows the assignment of each of the H‐5 atoms. From the extracted spectral par