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Please solve all sub-questions from a to d 1. Consider the solvolysis of the two isomeric chiral, optically active p-nitrobenzoates 10 and 11. (a) Draw

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Please solve all sub-questions from a to d

1. Consider the solvolysis of the two isomeric chiral, optically active p-nitrobenzoates 10 and 11. (a) Draw the structure of the free ion that would be formed by complete dissociation. What would be the stereochemistry of the product formed from this ion? (b) The compounds are labelled with '80 as indicated and racemize during solvolysis; 180 equilibration is also observed. For isomer 10, keq = krac. What does this imply about the structure of the ion pair? (c) For isomer 11, keq > krac. What does this result imply about the structure of the ion pair? (d) Propose a reason for the different behavior of the two isomers. I 180 NO2 ON 11 10

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