Essential Organic Chemistry Study Guide & Solution Manual, Books a la Carte Edition
Essential Organic Chemistry Study Guide & Solution Manual, Books a la Carte Edition
3rd Edition
ISBN: 9780134255644
Author: Bruice, Paula Yurkanis
Publisher: PEARSON
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Chapter 16.8, Problem 12P
Interpretation Introduction

Interpretation:

The products (in chair conformers formed), from the reaction of β- D-galactose with ethanol and HCl have to be drawn.

Concept Introduction:

Glycoside formation: carbohydrates react with an alcohol in acid which produce both anomers acetals are formed, if alkoxy group points down then it is α, alkoxy group points up then it is β.

Sugar molecule in which hydroxyl groups of first and sixth carbon atom are on the same side is known as α sugar, otherwise, β sugar. Hydroxyl group of α-sugar present on right side in Fischer projection is represented down in Haworth projection and at axial position in chair conformation.

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3. For the reactions below, draw the arrows corresponding to the transformations and draw in the boxes the reactants or products as indicated. Note: Part A should have arrows drawn going from the reactants to the middle structure and the arrows on the middle structure that would yield the final structure. For part B, you will need to draw in the reactant before being able to draw the arrows corresponding to product formation. A. B. Rearrangement ΘΗ
2. Draw the arrows required to make the following reactions occur. Please ensure your arrows point from exactly where you want to exactly where you want. If it is unclear from where arrows start or where they end, only partial credit will be given. Note: You may need to draw in lone pairs before drawing the arrows. A. B. H-Br 人 C Θ CI H Cl Θ + Br O
4. For the reactions below, draw the expected product. Be sure to indicate relevant stereochemistry or formal charges in the product structure. a) CI, H e b) H lux ligh Br 'H
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