Brvicomin, the aggregation pheromone of the western pine bark beetle, contains a bicylic bridged ring system. Brevicomin is prepared by the acid catalyzed cyclization of 6,7-dihydroxy-2-nonanone. (i) Suggest a structure for brevicomin. (ii) Devise a synthesis of 6,7-dihydroxy-2-nonamone from 6-bromo-2-hexanone. You may also use three carbon alcohols and any required organic or inorganic reagents.

Brvicomin, the aggregation pheromone of the western pine bark beetle,

1.	Brvicomin, the aggregation pheromone of the western pine bark beetle, contains a bicylic bridged ring system. Brevicomin is prepared by the acid catalyzed cyclization of 6,7-dihydroxy-2-nonanone. (i) Suggest a structure for brevicomin. (ii) Devise a synthesis of 6,7-dihydroxy-2-nonamone from 6-bromo-2-hexanone. You may also use three carbon alcohols and any required organic or inorganic reagents.
Answer» SOLUTION :ACID catalyzed acetal formation will LEAD to formation of Brevicomin.