EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
12th Edition
ISBN: 9781119233664
Author: Snyder
Publisher: VST
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Chapter 22, Problem 41P
Interpretation Introduction

Interpretation:

The number of acetonide groups present in the given compound based on the 13C NMR spectrum is to be determined.

Concept introduction:

The acetonides are a group of cyclic acetals that act as a protective group for vicinal-cis -OH groups of carbohydrates. It can be removed by the hydrolysis of ketal.

The 13C NMR or the carbon-13 nuclear magnetic resonance is an analytical technique in chemistry to know the carbon atoms in the structure of a compound. It is an important tool in structure elucidation of organic compounds. It can detect the only C13 isotopes and not C12 as the latter has zero net spins.

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A student was trying to determine the identity of an unknown compound.  The melting point of the compound was 117-118oC. The student narrowed the possible compound down to the following:   Compound Melting Point Range acetanilide 113-115oC fluorene 114-116oC mandelic acid 120-122oC A second student, doing the same experiment as above, found that their melting point was 100-108oC.  What is wrong with the student’s melting point? Propose two reasons why the melting point could be incorrect. View keyboard shortcuts
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