(a)
Interpretation:
The reaction of
Concept Introduction:
Bromination of a diol usually results in the formation of bromide compounds due to nucleophilic substitution reactions. Reactions like these usually follow a mechanism, which usually results in a change in the configuration of the molecule.
(b)
Interpretation:
A plausible mechanism for the formation of the cyclic ether by-product has to be determined along with the stereochemical justification of the molecule.
Concept Introduction:
Diols when undergoing nucleophilic substitution reactions, sometimes tend to undergo cyclization via intramolecular bonding to form a cyclic ether, under appropriate conditions. Depending upon the type of alcoholic group involved in the formation of the nucleophile, the stereochemical configuration of the product molecule varies.
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning