Concept explainers
(a)
Interpretation: The relationship between 
and 
is to be stated.
Concept introduction: The anomers are cyclic monosaccharides, which differ in configuration at one stereogenic centre. These carbon atoms are called anomeric centre.
Answer to Problem 28.42P
The compounds and are epimers.
Explanation of Solution
The structures of compounds and are,
Figure 1
In the given structures, the configuration at 
is different. Hence, the compounds and are epimers.
The compounds and are epimers.
(b)
Interpretation: The relationship between and 
is to be stated.
Concept introduction: The anomers are cyclic monosaccharides, which differ in configuration at one stereogenic centre. These carbon atoms are called anomeric centre. The compounds which are neither mirror images nor supperimposable on each other are known as diastereomer.
Answer to Problem 28.42P
The compound and are diastreomers but not epimers.
Explanation of Solution
The structures of given compound and are,
Figure 2
In the given structures, the compound is not mirror image of compound and the configuration of more than is different. Hence, the compound and are diastreomers but not epimers.
The compound and are diastreomers but not epimers.
(c)
Interpretation: The relationship between and is to be stated.
Concept introduction: The compounds which are mirror images as well as non-supperimposable on each other. These compounds are known as enantiomers.
Answer to Problem 28.42P
The compound and are enantiomers.
Explanation of Solution
The structures of given compound and are,
Figure 3
In the given structures, the compound is mirror image of compound . Hence, the compound and are enantiomers.
The compound and are enantiomers.
(d)
Interpretation: The relationship between and 
is to be stated.
Concept introduction: The compounds which have same molecular formula but differ in connectivity of the substituents. These compounds are known as constitutional isomers.
Answer to Problem 28.42P
The compound and are constitutional isomers.
Explanation of Solution
The structures of given compound and are,
Figure 4
In the given structures, the molecular formula of is same to the molecular formula of but the connectivity of substituents at 
is different. Hence, the compound and are constitutional isomers.
The compound and are constitutional isomers.
(e)
Interpretation: The relationship between 
and 
is to be stated.
Concept introduction: The anomers are cyclic monosaccharides, which differ in configuration at one stereogenic centre. These carbon atoms are called anomeric centre. The compounds which are neither mirror images nor supperimposable on each other are known as diastereomer.
Answer to Problem 28.42P
The compounds and are diastreomers but not epimers.
Explanation of Solution
The substituents on a carbon are present above the ring in Haworth projection indicates that these bonds are above the plane (i.e. either equatorial or axial position) in chair form. The structures of given compound and are,
Figure 5
In the given structures, the configuration at 
is different which shows that the compound is not mirror image of compound and. Hence, the compound and are diastreomers but not epimers.
The compounds and are diastreomers but not epimers.
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Chapter 28 Solutions
Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card
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