Abstract
THE synthesis of 1-carboxy-3-methylcyclohexane-l-acetic acid by Higson and Thorpe's method1 gave rise to a small amount of the acid, m.p. 163°, originally obtained by oxidation of -keto-3-methylcyclo-hexane-1:1-diacetic acid2, accompanied by a low melting point gum which was ultimately resolved into a mixture of two crystalline isomers of this. The application of Lapworth and McRea's synthesis3, on the other hand, gave a more satisfactory yield of the acid melting at 163°, accompanied by only small amounts of the other isomers. The isolation of three forms of the acid, is explicable only on the basis of the assumption of a strainless form of the methylcyclohexane ring, and the corresponding acids obtainable from 3:3-di-methylcyclohexanone are therefore being investigated in this laboratory. A full report will be published elsewhere in due course.
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References
J. Chem. Soc., 89, 1455; 1906.
Desai, J. Chem. Soc., 1063; 1932.
J. Chem. Soc., 121, 2754; 1922.
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DESAI, R., HUNTER, R. Isomeric Forms of Complex Acetic Acid. Nature 135, 434 (1935). https://doi.org/10.1038/135434a0
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DOI: https://doi.org/10.1038/135434a0
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