Regioselective substitution at carbon atom vinical to doubly bon

Details Regioselective substitution at carbon atom vinical to doubly bon Regioselective substitution at carbon atom vinical to doubly bon

1979-03-01

1980-10-07

O'Keefe, Veronica

Chemistry of hydrocarbon compounds

Special chemical considerations

Isotope exchange process

585350, 585377, 585377, C07C 1318, C07C 522

Patent

active

042270286

ABSTRACT:
A process for regioselective isomerization of organic compounds having a carbon-carbon double bond at a tertiary carbon atom by sulfur dioxide induced allylic rearrangement of a hydrogen atom and/or replacement of a proton in the allylic position by a deuteron. The organic compound is contacted with sulfur dioxide at temperatures between about 0.degree. and 70.degree. C. for a time sufficient to effect such isomerization to a more stable isomer; and if deuteration is to take place D.sub.2 O is provided in the solution.

REFERENCES:
patent: 3475507 (1969-10-01), Sedlak
patent: 3849458 (1974-11-01), Dinh-Nguyeu et al.
DeBoer et al. Kon. Ned. Acad. W. Proc. 50, 1181-1188, 1947.
Keuzenkamp et al. J. Amer. Oil Chemists Soc. 479-481, 1949.
Waterman et al., Research Suppl. 583-585, 1949.
Vohwinkel, Farbe U. Lack 65, 571-573, 1959.

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