EBK ORGANIC CHEMISTRY-PRINT COMPANION (
EBK ORGANIC CHEMISTRY-PRINT COMPANION (
4th Edition
ISBN: 9781119776741
Author: Klein
Publisher: WILEY CONS
Question
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Chapter 24.7, Problem 41CC

(a)

Interpretation Introduction

Interpretation:

Formation of products for the Cellobiose, when treated with NaBH4 in H2O, Br2 in water, acetic anhydride in pyridine and methanol in HCl are needed to be identified.

Concept introduction:

  • Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like NaBH4 which provides alcohol.
  • Aqueous bromine is a mild oxidizing agent, it oxidizes carbonyl group to carboxylic group. Aldonic acids (carboxylic group) are formed for the aldoses when they are treated with aqueous bromine at pH=6 .
  • 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.
  • Acetylation: carbohydrates acetylated by using acetic anhydride in pyridine.

(b)

Interpretation Introduction

Interpretation:

Formation of products for the Cellobiose, when treated with NaBH4 in H2O, Br2 in water, acetic anhydride in pyridine and methanol in HCl are needed to be identified.

Concept introduction:

  • Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like NaBH4 which provides alcohol.
  • Aqueous bromine is a mild oxidizing agent, it oxidizes carbonyl group to carboxylic group. Aldonic acids (carboxylic group) are formed for the aldoses when they are treated with aqueous bromine at pH=6 .
  • 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.
  • Acetylation: carbohydrates acetylated by using acetic anhydride in pyridine.

(c)

Interpretation Introduction

Interpretation:

Formation of products for the Cellobiose, when treated with NaBH4 in H2O, Br2 in water, acetic anhydride in pyridine and methanol in HCl are needed to be identified.

Concept introduction:

  • Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like NaBH4 which provides alcohol.
  • Aqueous bromine is a mild oxidizing agent, it oxidizes carbonyl group to carboxylic group. Aldonic acids (carboxylic group) are formed for the aldoses when they are treated with aqueous bromine at pH=6 .
  • 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.
  • Acetylation: carbohydrates acetylated by using acetic anhydride in pyridine.

(d)

Interpretation Introduction

Interpretation:

Formation of products for the Cellobiose, when treated with NaBH4 in H2O, Br2 in water, acetic anhydride in pyridine and methanol in HCl are needed to be identified.

Concept introduction:

  • Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like NaBH4 which provides alcohol.
  • Aqueous bromine is a mild oxidizing agent, it oxidizes carbonyl group to carboxylic group. Aldonic acids (carboxylic group) are formed for the aldoses when they are treated with aqueous bromine at pH=6 .
  • 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.
  • Acetylation: carbohydrates acetylated by using acetic anhydride in pyridine.

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Chapter 24 Solutions

EBK ORGANIC CHEMISTRY-PRINT COMPANION (

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