Question 4.27: Treatment of an alkene (A) with Hg(OAc)2 in H2O/ THF, follo......

Wileys Problems in Organic Chemistry [1555618]

Treatment of an alkene (A) with $Hg(OAc)_2 \ in \ H_2O/ THF,$ followed by $NaBH_4$ , produces an alcohol isomeric to one obtained by hydroboration-oxidation of the same alkene. Reduction of the alkene gives compound (B) 2-methylbutane, while ozonolysis yields an aldehyde, $CH_3CHO$ , as one of the products. Find the structure of the alkene.

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