Concept explainers
What reagent is needed to convert
a. b. c. d.
(a)
Interpretation: The reagent needed to convert
Concept introduction: Acid chlorides, which contains good leaving group
Answer to Problem 20.30P
The reagent needed to convert
Explanation of Solution
The given compound is aldehyde. Acid chlorides on reaction with mild reducing agent like lithium tri-tert-butoxyaluminium hydride
Figure 1
Therefore,
The reagent needed to convert
(b)
Interpretation: The reagent needed to convert
Concept introduction: Acid chlorides, which contains good leaving group
Answer to Problem 20.30P
The reagent needed to convert
Explanation of Solution
The structure of given ketone compound shows that the hydroxyl group is attached to tertiary carbon atom. Acid chlorides on reaction with two equivalents of Grignard reagent convert into tertiary alcohol. The first equivalent of Grignard reagent remove good leaving
Figure 2
Therefore,
The reagent needed to convert
(c)
Interpretation: The reagent needed to convert
Concept introduction: Acid chlorides, which contains good leaving group
Answer to Problem 20.30P
The reagent needed to convert
Explanation of Solution
The structure of given compound shows that the carbonyl carbon is attached to ethyl group. Ethyl group can occupy the position of leaving group
Figure 3
Therefore,
The reagent needed to convert
(d)
Interpretation: The reagent needed to convert
Concept introduction: Acid chlorides, which contains good leaving group
Answer to Problem 20.30P
The reagent needed to convert
Explanation of Solution
Acid chlorides on reaction with strong reducing agent like lithium aluminium hydride
Figure 4
Therefore,
The reagent needed to convert
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Chapter 20 Solutions
ORGANIC CHEMISTRY (LOOSELEAF) >CUSTOM<
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