Concept explainers
Interpretation:
The retrosynthesis analysis and the actual synthesis are to be written for the preparation of each target molecule from the given starting molecule.
Concept introduction:
>The retrosynthesis is a reaction that involves
on acid catalyzed dehydration, an alcohol gives the corresponding more substituted alkene as the major product.
>The alkene, on reaction with halogen in water, undergoes addition of halogen and hydroxyl group across the double bond in a way that the halogen atom is bonded to the less substituted double bonded carbon atom and hydroxyl group is bonded to the more substituted double bonded carbon atom.
>Alkenes react with hydrogen halide and yield haloalkane.
>Alkenes, on hydration, form more substituted alcohol.
>Alkenes, on hydroboration-oxidation, form less substituted alcohol.
>Alkenes, in presence of peroxy acid, undergo
In presence of a strong base,
Answer to Problem 50P
Solution:
The retrosynthetic analysis and the actual synthesis for the preparation of each target molecule from the given starting compound are as follows:
a)
Retrosynthesis:
Synthesis:
b)
Retrosynthesis:
Synthesis:
c)
Retrosynthesis:
Synthesis:
d)
Retrosynthesis:
Synthesis:
e)
Retrosynthesis:
Synthesis:
f)
Retrosynthesis:
Synthesis:
g)
Retrosynthesis:
Synthesis:
h)
Retrosynthesis:
Synthesis:
Explanation of Solution
a)
Retrosynthetic analysis for the target molecule
The actual synthetic route for the above retrosynthesis is as follows:
b)
Retrosynthetic analysis for the target molecule
The actual synthetic route for the above retrosynthesis is as follows:
c)
Retrosynthetic analysis for the target molecule
The actual synthetic route for the above retrosynthesis is as follows:
d)
Retrosynthetic analysis for the target molecule
The actual synthetic route for the above retrosynthesis is as follows:
e)
Retrosynthetic analysis for the target molecule
The actual synthetic route for the above retrosynthesis is as follows:
f)
Retrosynthetic analysis for the target molecule
The actual synthetic route for the above retrosynthesis is as follows:
g)
Retrosynthetic analysis for the target molecule
The actual synthetic route for the above retrosynthesis is as follows:
h)
Retrosynthetic analysis for the target molecule
The actual synthetic route for the above retrosynthesis is as follows:
Therefore, the retrosynthesis and synthesis reactions for the given compounds were proposed.
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Chapter 8 Solutions
Organic Chemistry - Standalone book
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning