ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
10th Edition
ISBN: 9781260001099
Author: Carey
Publisher: MCG
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Chapter 16, Problem 35P
Interpretation Introduction

Interpretation:

A chemical test that would permit to distinguish between the two glycerol monobenzyl ethers is to be suggested.

Concept Introduction:

Vicinal diols have a hydroxyl group attached to adjacent carbon atoms.

Reaction of a vicinal diol with periodic acid cleaves the bond attached to the two hydroxyl groups.

If the hydroxyl group is attached to a primary carbon atom, formaldehyde is produced at that carbon atom.

If the hydroxyl group is attached to a secondary carbon atom, aldehyde is produced at that carbon atom.

If the hydroxyl group is attached to a tertiary carbon atom, a ketone is produced at that carbon atom.

If the compound is a diol, but the hydroxyl groups are not attached to adjacent carbon atoms, then this diol has no effect on it when treated with periodic acid.

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Chapter 16 Solutions

ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.

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