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Explain why, in hydroboration–oxidation, HO– and HOOH

Chapter 7, Problem 55P

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QUESTION:

Problem 55P

Explain why, in hydroboration–oxidation, HO– and HOOH cannot be added until after the hydroboration reaction is over.

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QUESTION:

Problem 55P

Explain why, in hydroboration–oxidation, HO– and HOOH cannot be added until after the hydroboration reaction is over.

ANSWER:

Solution-  55P

If it were added first then it would follow Markovnikov's rule of adding the positive H+ to the least substituted C atom

Step 1

The reason for a hydroboration-oxidation reaction is to get an Anti-Markovnikov formation, where the OH− is added to the least substituted C rather than the most substituted

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