Carbohydration rxn with bromine

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Carbohydration rxn with bromine

### Carbohydrate Reaction Analysis

**Objective:**
Write the structure(s) for the organic product(s) of the carbohydrate reaction.

**Chemical Reaction:**
- **Starting Material:** α-D-glucopyranose
- **Reagents:** \( \text{Br}_2 / \text{aq. CaCO}_3 \)

**Instructions:**
- Use wedge/hash bond tools to indicate stereochemistry where it exists.
- If two diastereomers are formed, draw both.
- If no reaction occurs, draw the organic starting material.
- Draw carboxylic acids in neutral (unionized) form.
- Use “flat” representations of rings, not chairs. Do not draw your answer as a Haworth projection.

**Molecular Model:**
- A 3D ball-and-stick model is shown above the chemical reaction.

By following these guidelines, you can accurately depict the reaction's products and understand the transformation of α-D-glucopyranose in the presence of bromine and calcium carbonate.
Transcribed Image Text:### Carbohydrate Reaction Analysis **Objective:** Write the structure(s) for the organic product(s) of the carbohydrate reaction. **Chemical Reaction:** - **Starting Material:** α-D-glucopyranose - **Reagents:** \( \text{Br}_2 / \text{aq. CaCO}_3 \) **Instructions:** - Use wedge/hash bond tools to indicate stereochemistry where it exists. - If two diastereomers are formed, draw both. - If no reaction occurs, draw the organic starting material. - Draw carboxylic acids in neutral (unionized) form. - Use “flat” representations of rings, not chairs. Do not draw your answer as a Haworth projection. **Molecular Model:** - A 3D ball-and-stick model is shown above the chemical reaction. By following these guidelines, you can accurately depict the reaction's products and understand the transformation of α-D-glucopyranose in the presence of bromine and calcium carbonate.
Expert Solution
Introduction

Bromine with calcium carbonate will do the oxidation of glucopyranose. The rate of change from one form of sugar to another is slow when the oxidation of sugar will occur with bromine in the presence of buffer. Hence delta lactones are obtained from the oxidation of pyranoses.

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