Heavily brominated and highly unsaturated derivatives of jojoba oil

Two hexabromojojoba isomers were prepared by bromine addition to bromo-olefinic and bromoallylic derivatives, and an octabromojojoba derivative was prepared from jojobatetraene. Bis-allylic bromination of jojoba wax or monoallylic bromination of jojobatetraene, both followed by HBr elimination, yielded jojobahexaene, which has two conjugated triene units on both parts of the ester. Bromine addition to jojobahexaene yielded dodecabromojojoba, which was unstable toward hydrolysis in water-decalin mixture at 120C., This is in contrast to the relative stability of the octabromojojoba under these conditions.