Account for each of the transformations shown in Fig. P15.84 with a curved-arrow mechanism. (Dont try to
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Account for each of the transformations shown in Fig. P15.84 with a curved-arrow mechanism. (Don’t try to explain any percentages.) In part (d), identify X; give the mechanisms for both the formation and the subsequent reaction of X; and explain why the equilibrium for the reaction of X strongly favors the products.
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(a) (b) CH3CH CHCH₂-OH conc. HBr CH3 H3C CO₂H CH3 H₂O+ heat H₂SO4 -15 °C CH₂CH=CHCH₂-Br + CH3CHCH=CH₂ + H₂O T (84%) Br H₂C CH3 CH3 CO₂H dextropimaric acid abietic acid (Dextropimaric acid is isolated from the exudate resin of the cluster pine.) CH3 (16%)
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a b The mechanism below is shown beginning with the protonated alcohol which is formed under the str...View the full answer
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