(a)
Interpretation:
Synthetic approach for the synthesis of following using propanal and any other
Concept introduction:
The relative position of the heteroatom in the target compound is 1, 2. The retrosynthetic approach suggests that is it contains cyanohydrin intermediate. This can be produced from propanal. LiAlH4 is a reducing agent capable of reducing this to an
(b)
Interpretation:
Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.
Concept introduction:
The product has 1, 3-positioning of heteroatom. The retrosynthesis approach suggests the that an aldol to be a key intermediate. OH group in this aldol can be substituted by Br which further can be converted to thioether by a substitution reaction.
(c)
Interpretation:
Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.
Concept introduction:
The product has 1, 3-positioning of heteroatom. Retrosynthesis suggest that it contain α,β -unsaturated aldehyde as a key intermediate.
(d)
Interpretation:
Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.
Concept introduction:
The product has 1, 5-positioning of heteroatom. Retrosynthesis approach suggest the that it has α,β-unsaturated ketone as an key intermediate. It also suggests cyclohexanone to be a starting material along with propanal.

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Chapter 19 Solutions
ORGANIC CHEMISTRY PRINCIPLES & MECHANISM
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