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Chapter 7: Problem 114

Methyl- \(\alpha\) -D-glucoside and methyl- \(\beta\) -D-glucoside are (a) anomers (b) epimers (c) enantiomers (d) functional isomers

Short Answer

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Answer: (a) anomers

Step by step solution

01

Understanding The Terms

First, let's define the terms in the given options: (a) Anomers: Anomers are diastereomers that differ only in the configuration at the anomeric carbon of a cyclic saccharide. The anomeric carbon is the one that forms the new ring when a linear saccharide cyclizes. (b) Epimers: Epimers are diastereomers that differ only in the configuration at one chiral carbon. (c) Enantiomers: Enantiomers are non-superimposable mirror images of each other, having opposite configurations at all chiral centers. (d) Functional isomers: Functional isomers are isomers with the same molecular formula but different functional groups.
02

Analyzing The Structures of α-D-glucoside and β-D-glucoside

Methyl-α-D-glucoside and methyl-β-D-glucoside are both methyl glycosides of D-glucose. The difference between them lies in the anomeric carbon configuration. In the case of methyl-α-D-glucoside, the methyl group is in the opposite direction to the hydroxyl group on C5, forming an α-linkage. In methyl-β-D-glucoside, the methyl group is in the same direction as the hydroxyl group on C5, forming a β-linkage.
03

Comparing The Structures

Having analyzed their structures, we now compare these two compounds: - They differ only in the configuration at the anomeric carbon (C1), which forms their glycosidic linkage. - They have the same molecular formula and functional groups.
04

Identifying The Relationship

As these compounds differ only in their configuration at the anomeric carbon (C1), we can conclude that they are anomers. Therefore, the correct answer is: (a) anomers

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