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When 3-methyl-2-pentene is treated with ...

When 3-methyl-2-pentene is treated with mercuric acetate, `Hg(O_(2)C CH_(3))_(2)` , in THF-ethanol'rnixture and the resulting product reacted with `NaBH_4` in basic solution, the principal product formed is which of these?

A

3-Methyl-3-pentanol

B

3-Ethoxy-3-methylpentane

C

3-Methyl-2-pehtanol

D

2-Ethoxy-3-methylpentane

Text Solution

Verified by Experts

The correct Answer is:
B
This is an alkoxymercuration-demercuration reaction which involves the synthesis of ether. When the alcohol attacks to cyclic mercurimum ion, it does so at the more highly substituted carbon.
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BRILLIANT PUBLICATION-ALCOHOL, PHENOL & ETHER -LEVEL II
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