
a)
Interpretation:
The structures of
Concept introduction:
The hydroboration reaction takes place with syn stereochemistry and results in a non-Markovnikov addition of water to the double bond in the alkene. The resulting product has the hydroxyl group on the carbon with less number of alkyl substitutents.
The oxymercuration-demercuration reaction takes place with anti stereochemistry and results in Markovnokov addition of water to the double bond in the alkene. The resulting product has the hydroxyl group on the carbon with more number of alkyl substitutents.
To give:
The structures of alkenes that would yield the alcohol shown on hydration.
To state:
Among hydroboration-oxidation and oxymercuration-demercuration methods which method can be used to prepare the alcohol from alkenes.
b)
Interpretation:
The structures of alkenes that would yield the alcohol shown on hydration are to be given. Among hydroboration-oxidation and oxymercuration-demercuration, the method which can be used to prepare the alcohol also has to be stated.
Concept introduction:
The hydroboration reaction takes place with syn stereochemistry and results in a non-Markovnikov addition of water to the double bond in the alkene. The resulting product has the hydroxyl group on the carbon with less number of alkyl substitutents.
The oxymercuration-demercuration reaction takes place with anti stereochemistry and results in Markovnokov addition of water to the double bond in the alkene. The resulting product has the hydroxyl group on the carbon with more number of alkyl substitutents.
To give:
The structures of alkenes that would yield the alcohol shown on hydration.
To state:
Among hydroboration-oxidation and oxymercuration-demercuration, the method which can be used to prepare the alcohol.

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Chapter 8 Solutions
OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card for McMurry's Organic Chemistry, 9th
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