Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 16.9, Problem 15P
Interpretation Introduction

Interpretation:

The specific rotation of an equilibrium mixture of fructose with the given optical rotation of equilibrium mixture of glucose is to be predicted.

Concept Introduction:

Glucose and fructose are the structural isomers having same molecular formula but different structural formula.  These are the types of sugars containing same orientation of hydroxyl groups attached to it.

Specific rotation is the measure of extent of rotation occurs in the molecule by passing a plane polarized light from its solution.

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Part II. xiao isolated a compound TAD (Ca H 10 N₂) from tobacco and obtained its IR spectrum. Xiao proposed a chemical structure shown below: % Transmittance 4000 3500 3000 2500 2000 Wavenumber (cm-1) 1500 1000 (a) Explain why her proposed structure is inconsistent with the IR spectrum obtained (b) TAD exists as a tautomer of the structure xiao proposed. Draw the structure and explain why it is more compatible with the obtained spectrum. (C) what is the possible source for the fairly intense signal at 1621cm1
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