Synthesis of allenic acetals from unsaturated carbenes - The Journal

Melvin S. Newman, and Charles D. Beard. J. Org. Chem. , 1970, 35 (7), pp 2412–2413. DOI: 10.1021/jo00832a069. Publication Date: July 1970. ACS Legac...
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J. Org. C h m . , Vol. 36, No. 7 , 1970

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hydro~y-2-butanone‘~ (also alleged to be’ a carbonyl overtone), and decalone and cholestane derivatives containing a cyclohexanone moiety with an axial phydroxy group.18 These substances may constitute a new class of strongly self-associating compound^.^ Registry No.-I (R = Me), 1614-94-4. Acknowledgment.-The author wishes to thank Drs. G. L. Eichhorn, J. J. Butzow, and C. H. Robinson for helpful comments.

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(17) C.Eglinton, in “Physical Methods in Organio Chemistry,” J. C. P. Swarte, Ed., Holden-Day, Inc., San Francisco, Calif., 1964, p 67. (18) F. Dalton, J. I. McDougall, and G. D . Meakins, J . C h e n . Soc., 4068 (1963).

1.10-2 2 10’2 MOLAR CONCENTRATION

Figure 1.-Concentration dependence of the a1)pttrent molal* extinction coefficientsof compound I, R = GI&. Carbon tetrachloride solutions at 30”: values observcd a t 3604 cm-1, .; a t 3395 cm-l, 0. Lines A and B represent the corresponding calculated values for monomer-dimer equilibrium [Z