Regioselective substitution at carbon atom vinical to doubly bonded tertiary carbon atom by sulfur dioxide catalysts
AssigneeAllied Chemical Corporation
InventorsDivakaran Masilamani, Milorad M. Rogic
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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.
Claims5
A method for deuterating an olefinic compound having a first nucleus of hydrogen or isotope thereof attached to a carbon atom vicinal to a tertiary double bonded carbon atom comprising:
- maintaining said compound in solution in liquid sulfur dioxide and providing the oxide of a hydrogen isotope in the sulfur dioxide solution whereby said first nucleus is exchanged in said compound for a nucleus of a hydrogen isotope present in the sulfur dioxide solution.
Dependencies are inferred from the claim text.