is mixed into a solution of heated and the major product is mixed with . The final product will contain one or more alcohol substituents. Your answer should be the sum of the carbon positions ( ) an alcohol is attached. For example, if , , and all have alcohol groups, then your answer would be . Use IUPAC numbering protocol when labeling the carbon positions in your answer.
David's Organic Chemistry Set
David's Physical Chemistry Set
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Notice the rearrangement to go from a 2 ∘ carbocation to a more stable 3 ∘ carbocation. Once the alkene is formed, osmium tetroxide will add alcohols to C 2 and C 3 ; thus Answer ⇒ 2 + 3 = 5