Organic Chemistry
Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
Question
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Chapter 24, Problem 57PP

(a)

Interpretation Introduction

Interpretation:

Formation of product should be identified when the β-D-allopyranose is treated with excess CH3I in Ag2O, acetic anhydride in pyridine and methanol in HCl.

Concept introduction:

Williamson Ether Synthesis: Alcohols reacts with alkyl halide forms ether is called Williamson ether synthesis.

Methylation: carbohydrates methylated by using methyl iodide and silver oxide.

Acetylation: carbohydrates acetylated by using acetic anhydride in pyridine.

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.

(b)

Interpretation Introduction

Interpretation:

Formation of product should be identified when the β-D-allopyranose is treated with excess CH3I in Ag2O, acetic anhydride in pyridine and methanol in HCl.

Concept introduction:

Williamson Ether Synthesis: Alcohols reacts with alkyl halide forms ether is called Williamson ether synthesis.

Methylation: carbohydrates methylated by using methyl iodide and silver oxide.

Acetylation: carbohydrates acetylated by using acetic anhydride in pyridine.

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.

To find: Formation of product when the β-D-allopyranose is treated with acetic anhydride in pyridine.

(c)

Interpretation Introduction

Interpretation:

Formation of product should be identified when the β-D-allopyranose is treated with excess CH3I in Ag2O, acetic anhydride in pyridine and methanol in HCl.

Concept introduction:

Williamson Ether Synthesis: Alcohols reacts with alkyl halide forms ether is called Williamson ether synthesis.

Methylation: carbohydrates methylated by using methyl iodide and silver oxide.

Acetylation: carbohydrates acetylated by using acetic anhydride in pyridine.

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.

To find: Formation of product when the β-D-allopyranose is treated with methanol in HCl

Blurred answer

Chapter 24 Solutions

Organic Chemistry

Ch. 24.5 - Prob. 10ATSCh. 24.5 - Prob. 11ATSCh. 24.5 - Prob. 2LTSCh. 24.5 - Prob. 12LTSCh. 24.5 - Prob. 13ATSCh. 24.5 - Prob. 14ATSCh. 24.5 - Prob. 15ATSCh. 24.5 - Prob. 3LTSCh. 24.5 - Prob. 16PTSCh. 24.5 - Prob. 17ATSCh. 24.5 - Prob. 18ATSCh. 24.5 - Prob. 19CCCh. 24.5 - Prob. 20CCCh. 24.5 - Prob. 21CCCh. 24.5 - Prob. 22CCCh. 24.6 - Prob. 23CCCh. 24.6 - Prob. 24CCCh. 24.6 - Prob. 25CCCh. 24.6 - Prob. 26CCCh. 24.6 - Prob. 27CCCh. 24.6 - Prob. 28CCCh. 24.6 - Prob. 29CCCh. 24.6 - Prob. 30CCCh. 24.6 - Prob. 4LTSCh. 24.6 - Prob. 31PTSCh. 24.6 - Prob. 32ATSCh. 24.6 - Prob. 33ATSCh. 24.6 - Prob. 34CCCh. 24.6 - Prob. 35CCCh. 24.6 - Prob. 36CCCh. 24.6 - Prob. 37CCCh. 24.6 - Prob. 38CCCh. 24.7 - Prob. 5LTSCh. 24.7 - Prob. 39PTSCh. 24.7 - Prob. 40ATSCh. 24.7 - Prob. 41CCCh. 24 - Prob. 42PPCh. 24 - Prob. 43PPCh. 24 - Prob. 44PPCh. 24 - Prob. 45PPCh. 24 - Prob. 46PPCh. 24 - Prob. 47PPCh. 24 - Prob. 48PPCh. 24 - Prob. 49PPCh. 24 - Prob. 50PPCh. 24 - Prob. 51PPCh. 24 - Prob. 52PPCh. 24 - Prob. 53PPCh. 24 - Prob. 54PPCh. 24 - Prob. 55PPCh. 24 - Prob. 56PPCh. 24 - Prob. 57PPCh. 24 - Prob. 58PPCh. 24 - Prob. 59PPCh. 24 - Prob. 60PPCh. 24 - Prob. 61PPCh. 24 - Prob. 62PPCh. 24 - Prob. 63PPCh. 24 - Prob. 64PPCh. 24 - Prob. 65PPCh. 24 - Prob. 66PPCh. 24 - Prob. 67PPCh. 24 - Prob. 68PPCh. 24 - Prob. 69PPCh. 24 - Prob. 70PPCh. 24 - Prob. 71PPCh. 24 - Prob. 72PPCh. 24 - Prob. 73PPCh. 24 - Prob. 74PPCh. 24 - Prob. 75PPCh. 24 - Prob. 76PPCh. 24 - Prob. 77PPCh. 24 - Prob. 78PPCh. 24 - Prob. 79PPCh. 24 - Prob. 80PPCh. 24 - Prob. 81IPCh. 24 - Prob. 82IPCh. 24 - Prob. 83IPCh. 24 - Prob. 84IP
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