Studies on Cyclic Ethers. I. The Structure of Di-and Trialkyl Substituted 1, 3-Dioxolanes

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Geometrical isomers of 2, 4-dimethyl-, 4, 5-dimethyl-, 2, 4, 5-trimethyl-and 2-ethyl-4-methyl-1, 3-dioxolane were prepared and separated by preparative gas liquid chromatography. These isomers were identified by analysis of the nuclear magnetic resonance spectra of the protons at position 2 in the 1, 3-dioxolane ring and their retention volumes on gas chromatography. The deshielding effect of the γ-methyl group on the proton at the position 2 was estimated.