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प्रश्न
What is meant by the following term? Give an example of the reaction in the following case.
Aldol
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उत्तर
Aldehydes and ketones having at least one α-hydrogen undergo a reaction in the presence of dilute alkali as catalyst to form β-hydroxy aldehydes (aldol) or β-hydroxy ketones (ketol), respectively. This is known as the aldol reaction.
\[\begin{array}{cc}
\ce{\underset{Ethanal}{2CH3-CHO}<=>[dil.NaOH] CH3 - CH - CH2 - CHO ->[\Delta][-H2O]\underset{But-2-enal}{CH3 - CH = CH - CHO}}\\
|\phantom{.....................}\\
\ce{\underset{(Aldol)}{\underset{3-Hydroxybutanal}{OH}}}\phantom{...................}\
\end{array}\]
\[\begin{array}{cc}
\phantom{..................}\ce{CH3}\phantom{.............................}\ce{CH3}\\
\phantom{..............}|\phantom{.................................}|\\
\ce{\underset{Propanone}{2CH3 - CO - CH3} <=>[Ba(OH)2] CH3 - C - CH2CO - CH3->[\Delta][-H2O]\underset{(Aldol condensation product)}{\underset{4-Methylpent-3-en-2-one}{CH3 - C = CH - CO - CH3}}}\\
|\phantom{...................}\\
\ce{\underset{4-Hydroxy-4-methylpentan-2-one}{\underset{(Ketol)}{OH}}}\phantom{................}\
\end{array}\]
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संबंधित प्रश्न
A compound 'A' of molecular formula C2H3OCl undergoes a series of reactions as shown below. Write the structures of A, B, C and D in the following reactions :
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.
Give reasons Acetylation of aniline reduces its activation effect.
What is substituted imine called?
Explain aldol condensation reaction in detail.
Which of the following compounds do not undergo aldol condensation?
(i) \[\ce{CH3 - CHO}\]
(ii) 
(iii) \[\begin{array}{cc}
\phantom{}\ce{O}\\
\phantom{}||\\
\ce{CH3 - C - CH3}
\end{array}\]
(iv) \[\begin{array}{cc}
\phantom{}\ce{CH3}\\
|\phantom{...}\\
\ce{CH3 - C - CHO}\phantom{..}\\
|\phantom{...}\\
\phantom{}\ce{CH3}\\
\end{array}\]
What product will be formed on reaction of propanal with 2-methylpropanal in the presence of \[\ce{NaOH}\]? What products will be formed? Write the name of the reaction also.
Compound ‘A’ was prepared by oxidation of compound ‘B’ with alkaline \[\ce{KMnO4}\]. Compound ‘A’ on reduction with lithium aluminium hydride gets converted back to compound ‘B’. When compound ‘A’ is heated with compound B in the presence of \[\ce{H2SO4}\] it produces fruity smell of compound C to which family the compounds ‘A’, ‘B’ and ‘C’ belong to?
Assertion: The α-hydrogen atom in carbonyl compounds is less acidic.
Reason: The anion formed after the loss of α-hydrogen atom is resonance stabilised.
Give reasons to support the answer:
Presence of Alpha hydrogen in aldehydes and ketones is essential for aldol condensation.
Cross aldol condensation occurs between
Which of the following compounds will undergo self-condensation in the presence of dilute NaOH solution?
Why is the α-hydrogens of aldehydes and ketones are acidic in nature?
Assertion (A): The final product in Aldol condensation is always α, β-unsaturated carbonyl compound.
Reason (R): α, β-unsaturated carbonyl compounds are stabilised due to conjugation.
Which one of the following undergoes reaction with 50% sodiumhydroxide solution to give the corresponding alcohol and acid:
