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8. Hydration by oxymercuration occurs by the mechanism below. Cirele the best an

ID: 1043581 • Letter: 8

Question

8. Hydration by oxymercuration occurs by the mechanism below. Cirele the best answer in a) and b): a) the first intermediate is called a: cyclonium ion cyclopropane ion mercurinium ionn 4 pts) b) the second step involves NaBH to yield the alcohol; this step is s hydroxylation (4 pts) addition reduction 9. Hydration of alkenes is often carried out by hydroboration followed by oxidation as in 1. BH, THF H,O NOH a) circle the correct intermediate formed in the first step: (5 pts) b) hydroboration occurs with (3 pts) trans stereochemistry unpredictable stereochemistry c) the regiochemistry of hydroboration/oxidation is Markovnikov anti-Markovnikov depends on the structure of alkene 3 pts) 19/19

Explanation / Answer

8.

(a) Mercurium ion

(b) Reduction

9.

(a) From left to right (2)

(b) Syn stereochemistry

(c) Anti-Markovnikov

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