
Concept explainers
a)
Interpretation:
The product expected from oxymercuration-demercuration of 1-pentene is to be given.
Concept introduction:
In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg2+ to the double bond in
To give:
The product expected from oxymercuration-demercuration of 1-pentene.
b)
Interpretation:
The product expected from oxymercuration-demercuration of 2-methyl-2-pentene is to be given.
Concept introduction:
In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg2+ to the alkene takes place to give a mercurinium ion. In the next step, the mercurinium ion reacts with water to yield an organomercury product. In the last step, reaction with NaBH4 removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product.
To give:
The product expected from oxymercuration-demercuration of 2-methyl-2-pentene.

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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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