(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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Chapter 12 Solutions
ORGANIC CHEMISTRY-PRINT MULTI TERM
- A mixture of three compounds Phen-A, Acet-B and Rin-C was analyzed using TLC with 1:9 ethanol: hexane as the mobile phase. The TLC plate showed three spots of R, 0.1 and 0.2 and 0.3. Which of the three compounds (Phen-A; Acet-B or Rin-C) would have the highest (Blank 1), middle (Blank 2) and lowest (Blank 3) spot respectively? 0 CH: 0 CH, 0 H.C OH H.CN OH Acet-B Rin-C phen-A A A <arrow_forwardHow many chiral carbons are in the molecule? Farrow_forwardcan someone give the curly arrow mechanism for this reaction written with every intermediate and all the side products pleasearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

