Conversion of cyclopropenoids to conjugated diene and saturated

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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2604056, C11C 314

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active

043212107

ABSTRACT:
Cyclopropenoid compounds such as malvalic and sterculic fatty acids found in sterculia oil are rearranged substantially quantitatively to conjugated dienes when heated in the presence of a rhodium catalyst. The dienes can thereafter be reduced to the corresponding branched chain derivatives by means of hydrogenation with the same catalyst. Both the diene and branched derivatives have application in the production of plastics, coatings, lubricants, soaps, cosmetics, and other commercial products.

REFERENCES:
patent: 3201431 (1965-08-01), Merker et al.
D. V. Kinsman, "Isostearic and Other Branched Acids," JAOCS 56(11): 823A-827 A (1979).
Hutchins et al., "A New Process for the Selective Hydrogenation of Cyclopropenoids in Cottonseed Oil," JAOCS 45(5): 397-399 (1968).
Zarins et al., "Reaction of Cyclopropene Esters with Hydrogenation Catalysts," JAOCS 47(6): 215-218 (1970).
Shimadate et al., "The Isomerization of 1,2-Di-n-octylcyclopropene with Alumina," J. Org. Chem. 29(2): 485-487 (1964).

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