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There are several reagents that can be used to effect addition to a double bond

ID: 796526 • Letter: T

Question

There are several reagents that can be used to effect addition to a double bond including: acid and water, oxymercuration-demercuration reagents, and hydroboration-oxidation reagents. Inspect the final product and select all the reasons why hydroboration-oxidation reagents were chosen to effect the following transformation instead of the other reagents. The reaction requires the Markovnikov product without sigmatropic rearrangement. Addition with acid and water as reagents avoids sigmatropic rearrangements. Oxymercuration-demercuration reagents give the Markovnikov product. Hydroboration-oxidation reagents yield the Markovnikov product of addition. The reaction requires anti-Markovnikov product without sigmatropic rearrangement. Addition with acid and water as reagents gives the Markovnikov product. Hydroboration-oxidation reagents yield the anti-Markovnikov product of addition. The reaction requires sigmatropic rearrangement. Complete the portion of the mechanism shown by adding any missing curved arrows. The reagents chosen for the transformation are: 1) BR2H THF, 2) H2O2, OH-.

Explanation / Answer

The answers for part A are:

-Addition with acid and water as reagents gives the Markovnikov product.

-Oxymercuration