(a)
Interpretation: The reagents and conditions that are required for the given transformation have to be determined.
Concept Introduction:
Acetals:
Acetals are used to protect the
In this reaction acetone is protected as acetal by using ethylene glycol. Acetals are less stable compound.
In acidic condition, an aldehyde or a ketone reacts with two molecules of alcohol or a molecule of
General scheme:
Retro synthetic analysis:
It is the analysis of the synthetic starting materials for a given compound through its precursors or fragments which are known as synthons. The synthons can be obtained by logical cleavage of the
Retro analysis for acetal formation:
The retro synthetic analysis for any given acetal, enable to find that the starting materials for its formation will be alcohol in case of aliphatic acetal or diol in case of cyclic acetal as well as aldehyde or ketone.
Example:
The retro analysis for a cyclic acetal is shown here:
The given retro analysis shows that the starting materials for the formation of the acetal are a diol and formaldehyde.
General scheme:
(b)
Interpretation: A plausible mechanism for the given reaction has to be drawn.
Concept Introduction:
Acetals:
Acetals are used to protect the ketone and aldehyde (carbonyl group).
In this reaction acetone is protected as acetal by using ethylene glycol. Acetals are less stable compound.
In acidic condition, an aldehyde or a ketone reacts with two molecules of alcohol or a molecule of diol to form acetal or cyclic acetal respectively.
General scheme:
(c)
Interpretation: Based on the given keto-diol precursor, the structure of frontalin has to be drawn.
Concept Introduction:
Acetals:
Acetals are used to protect the ketone and aldehyde (carbonyl group).
In this reaction acetone is protected as acetal by using ethylene glycol. Acetals are less stable compound.
In acidic condition, an aldehyde or a ketone reacts with two molecules of alcohol or a molecule of diol to form acetal or cyclic acetal respectively.
General scheme:
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Chapter 19 Solutions
Organic Chemistry Third Edition + Electronic Solutions Manual And Study Guide
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