(a)
Interpretation:
The structure of six-membered cyclic hemiacetal formed by 5-hydroxyhexanal should be drawn.
Concept Introduction:
Hemiacetal is a molecule formed by the addition of an alcohol to an
Answer to Problem 17.71P
Explanation of Solution
Reaction of the aldehyde group and the hydroxyl group forms a six-membered cyclic hemiacetal.
Therefore, the structure hemiacetal formed from 5-hydroxyhexanalis as follows:
(b)
Interpretation:
The number of possible stereoisomers of 5-hydroxyhexanal should be determined.
Concept Introduction:
Stereoisomers are the compounds that are differ only in the spatial arrangements of their atoms. For a molecule with n stereoisomers, a maximum of
Answer to Problem 17.71P
5-hydroxyhexanal has 2 stereoisomers.
Explanation of Solution
For a molecule with n stereoisomers, a maximum of
In 5-hydroxyhexanal, there is one stereocenter.
Therefore, number of stereoisomers can be calculated as follows:
Thus, number of stereoisomers will be 2.
(c)
Interpretation:
The number of possible stereoisomers of hemiacetal of 5-hydroxyhexanal should be calculated.
Concept Introduction:
Stereoisomers are the compounds that are differ only in the spatial arrangements of their atoms. For a molecule with n stereoisomers, a maximum of
Answer to Problem 17.71P
Hemiacetal of 5-hydroxyhexanal has 4 stereoisomers.
Explanation of Solution
For a molecule with n stereoisomers, a maximum of
In hemiacetal of 5-hydroxyhexanal, there are two stereo centres.
Therefore, number of stereoisomers can be calculated as follows:
Thus, number of stereoisomers are 4.
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Chapter 17 Solutions
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