ORGANIC CHEMISTRY-WILEYPLUS NEXTGEN
ORGANIC CHEMISTRY-WILEYPLUS NEXTGEN
4th Edition
ISBN: 9781119760924
Author: Klein
Publisher: WILEY
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Chapter 24.7, Problem 5LTS
Interpretation Introduction

Interpretation:

Reducing sugar property of lactose should be identified.

Concept introduction:

For the carbohydrates,

  • Anomeric position is carried by an OH group for Hemiacetals.
  • Anomeric position is carried by an alkoxy group for acetals.
  • Hemiacetal sugars are in equilibrium with their open chain form.
  • Acetal sugars are not in equilibrium with their open chain form.
  • Reducing sugar: Sugars that contain aldehyde or a free ketone groups that are oxidized to carboxylic acids are classified as reducing sugars. So, the open chain form of sugars can reduce certain oxidizing agents (Tollens’, Fehling’s and Benedict’s) and become carboxylic acids.

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20.33 Think-Pair-Share (a) Rank the following dienes and dienophiles in order of increasing reactivity in the Diels-Alder reaction. (i) CO₂Et (ii) COEt || CO₂Et MeO MeO (b) Draw the product that results from the most reactive diene and most reactive dienophile shown in part (a). (c) Draw a depiction of the orbital overlap involved in the pericyclic reaction that oc- curs between the diene and dienophile in part (b). (d) Is the major product formed in part (b) the endo or exo configuration? Explain your reasoning.
20.40 The following compound undergoes an intramolecular Diels-Alder reaction to give a tricyclic product. Propose a structural formula for the product. CN heat An intramolecular Diels-Alder adduct
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