ОН several steps Нао* brevicomin Br ОН 6,7-dihydroxynonan-2-one 6-bromohexan-2-one

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Brevicomin, the aggregation pheromone of the western pine bark beetle, contains a bicyclic bridged ring system and is prepared by the acid-catalyzed cyclization of 6,7-dihydroxynonan- 2-one.

a. Suggest a structure for brevicomin.

b. Devise a synthesis of 6,7-dihydroxynonan-2-one from 6-bromohexan-2-one. You may also use three-carbon alcohols and any required organic or inorganic reagents.

ОН
several steps
Нао*
brevicomin
Br
ОН
6,7-dihydroxynonan-2-one
6-bromohexan-2-one
Transcribed Image Text:ОН several steps Нао* brevicomin Br ОН 6,7-dihydroxynonan-2-one 6-bromohexan-2-one
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