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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
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- Cyclohexanone
- 1-Phenylpropanone
- Phenylacetaldehyde
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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?
Ethanol to 3-Hydroxybutanal
Why is alpha (α) hydrogen of carbonyl compounds acidic in nature?
Compounds A and C in the following reaction are:
\[\ce{CH3CHO ->[(i) CH3MgBr][(ii) H2O] (A) ->[H2SO4, Δ] (B) ->[Hydroboration oxidation] (C)}\]
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(i) Benzaldehyde into benzyl alcohol
(ii) Cyclohexanone into cyclohexane
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Give reasons to support the answer:
Presence of Alpha hydrogen in aldehydes and ketones is essential for aldol condensation.
Identify A and B from the following reaction:
\[\begin{array}{cc}
\ce{CH3}\phantom{.................}\\
|\phantom{....................}\\
\phantom{}\ce{2CH3 - C = O ->[Ba(OH)2] A ->[Δ] B + H2O}
\end{array}\]
\[\ce{CH3-CH2-CHO ->[dil][alkali] Product}\]
The product in the above reaction is:
Identify A and B:
