Non-Existence of Multiplanar Cyclohexane Rings

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Abstract

THE work done by us, so far, has shown that it is possible to isolate only two forms of 4-methyl-, 3-methyl- and 2-methyleyclohexane-1-carboxy-1-acetic acids1 and one form of 3:3-dimethylcyclohexane-1-carboxy-1-acetic acid2. In order to get more evidence on the point of the configuration of the cyclohexane ring, we have now synthesized 4:4-dimethylcyclohexane-1-carboxy-1-acetic acid and 4:4-dimethylcyclohexane-1:1-diacetic acid from 4:4-dimethylcyclohexanone. Each one of them is found to exist in one form only, thus supporting the uniplanar structure of the cyclohexane ring. The work is not yet complete, but this notice has been necessary in view of the recent publication of Miller and Roger Adams on the same subject3. The full details of the work will be published in due course.

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References

  1. 1

    J. Chem. Soc., 416 (1936).

  2. 2

    NATURE, 136, 608 (1935).

  3. 3

    J. Amer. Chem. Soc., 58, 787 (1936).

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