Brominated terpenoids

Structural elucidation of the terpenoid constituents of marine plants and animals has revealed the presence of several compounds whose novel structures often have chlorine, bromine, or isocyanide substituents (cf. pp. 65 and 89). 9-Isocyano-pupukeanone (273) is a recent example of a marine sesquiterpenoid isolated from a... 

Triethylstibine dibromide, (C2Hg)3SbBr2, occurs when an alcoholic solution of the stibine is treated dropwise with a similar solution of bromine. It is purified by the method described for the dichloride. The dibromide is a colourless, strongly refractive liquid, density 1-953 at 17° C., solidifying to a snow-white mass at -10° C. It has a terpenoid odour, causes violent sneezing and is tear-exciting when warmed. In water it is insoluble, but solutions may be obtained in alcohol or ether. Concentrated sulphuric acid causes evolution of hydrobromic acid, and chlorine displaces bromine. 

Bromine-containing polycyclic terpenoids are also considered to be biosynthesized via the site- and enantioselec-tive bromination of a carbon-carbon double bond followed... 

Suzuki, M., Takahashi, Y, Matsuo, Y, and Masuda, M. (1996b) Pannosallene, a brominated C-15 non-terpenoid from Laurencia pannosa. Phytochemistry, 41, 1101-1103. 

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