Solved: Consider the two diols (1 and 2) and the two ketones (3 and 4). 3 4 Ketones O
Chapter 15, Problem 15.43(choose chapter or problem)
Consider the two diols (1 and 2) and the two ketones (3 and 4). 3 4 Ketones O CH3C CH3 CCH2CH3 CH2CH3 O CH3CH2C CH3 CCH3 CH2CH3 1 2 Vicinal diols OH CH3CH2C H3C CH3 CCH2CH3 OH OH CH3C H3C CH2CH3 CCH2CH3 OH A mixture of 3 and 4 is formed by pinacol rearrangement of either 1 or 2. Given that an ethyl migrates in preference to methyl in pinacol rearrangements, predict the major ketone formed by rearrangement of each diol. Diol 2 gives predominantlyA. Ketone 3B. Ketone 4
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