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Question
Give reasons Acetylation of aniline reduces its activation effect.
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Solution
The lone pair of nitrogen will get involved in resonance with the carbonyl group. Hence it will reduce the activity of benzene ring in aniline. The resonance involved is shown below:
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RELATED QUESTIONS
Which of the following compounds would undergo aldol condensation, which the Cannizzaro reaction and which neither? Write the structures of the expected products of aldol condensation and Cannizzaro reaction.
- Methanal
- 2-Methylpentanal
- Benzaldehyde
- Benzophenone
- Cyclohexanone
- 1-Phenylpropanone
- Phenylacetaldehyde
- Butan-1-ol
- 2, 2-Dimethylbutanal
Write structural formulas and names of four possible aldol condensation products from propanal and butanal. In each case, indicate which aldehyde acts as nucleophile and which as electrophile.
How will you bring about the following conversion in not more than two steps?
Benzaldehyde to 3-Phenylpropan-1-ol
Describe the following:
Cross aldol condensation
Complete the synthesis by giving missing starting material, reagent or product.
\[\begin{array}{cc}
\ce{C6H5CHO}\phantom{............}\\
\phantom{........}\ce{+\phantom{......}\ce{->[dil.NaOH][\Delta]}}\phantom{...}\\
\ce{CH3CH2CHO}\phantom{............}
\end{array}\]
Explain aldol condensation reaction in detail.
Why is there a large difference in the boiling points of butanal and butan-1-ol?
Give reasons to support the answer:
Presence of Alpha hydrogen in aldehydes and ketones is essential for aldol condensation.
Predict the reagent for carrying out the following transformations:
Ethanal to 3-hydroxy butanal
Which one of the following undergoes reaction with 50% sodiumhydroxide solution to give the corresponding alcohol and acid:
