Concept explainers
What reagent is needed to convert
a.
b.
(a)
Interpretation:
The reagent needed to convert
Concept introduction:
Acid chlorides, which contains good leaving group
Answer to Problem 20.44P
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 20.44P
The reagent needed to convert
Explanation of Solution
The structure of given ketone compound shows that one ethene molecule is attached to carbonyl carbon. Acid chlorides on reaction with one equivalent of organocuprate reagent convert into ketone. The organocuprate reagent removes the 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 20.44P
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 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 20.44P
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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