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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.
\[\begin{array}{cc}
\ce{\underset{Ethanal}{2CH3-CHO}<=>[dil.NaOH] CH3 - CH - CH2 - CHO ->[\Delta][-H2O]\underset{But-2-enal}{CH3 - CH = CH - CHO}}\\
|\phantom{.....................}\\
\ce{\underset{(Aldol)}{\underset{3-Hydroxybutanal}{OH}}}\phantom{...................}\
\end{array}\]
\[\begin{array}{cc}
\phantom{..................}\ce{CH3}\phantom{.............................}\ce{CH3}\\
\phantom{..............}|\phantom{.................................}|\\
\ce{\underset{Propanone}{2CH3 - CO - CH3} <=>[Ba(OH)2] CH3 - C - CH2CO - CH3->[\Delta][-H2O]\underset{(Aldol condensation product)}{\underset{4-Methylpent-3-en-2-one}{CH3 - C = CH - CO - CH3}}}\\
|\phantom{...................}\\
\ce{\underset{4-Hydroxy-4-methylpentan-2-one}{\underset{(Ketol)}{OH}}}\phantom{................}\
\end{array}\]
APPEARS IN
संबंधित प्रश्न
Write the products formed when CH3CHO reacts with the following reagents: CH3CHO in the presence of dilute NaOH
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.
\[\begin{array}{cc}
\ce{C6H5CHO}\phantom{............}\\
\phantom{........}\ce{+\phantom{......}\ce{->[dil.NaOH][\Delta]}}\phantom{...}\\
\ce{CH3CH2CHO}\phantom{............}
\end{array}\]
Why is alpha (α) hydrogen of carbonyl compounds acidic in nature?
Write chemical equations of the following reaction :
Propanone is treated with dilute Ba (OH)2-.
Write chemical equations of the following reaction :
Benzoyl chloride is hydrogenated in the presence of `"Pd"/(BaSO_4)`
Write a chemical equation for the following reaction:
Propanone is treated with dilute Ba( OH)2.
What is substituted imine called?
Cannizaro’s reaction is not given by ______.
Compounds A and C in the following reaction are:
\[\ce{CH3CHO ->[(i) CH3MgBr][(ii) H2O] (A) ->[H2SO4, Δ] (B) ->[Hydroboration oxidation] (C)}\]
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.
Assertion: Aromatic aldehydes and formaldehyde undergo Cannizaro reaction.
Reason: Aromatic aldehydes are almost as reactive as formaldehyde.
Predict the reagent for carrying out the following transformations:
Ethanal to 3-hydroxy butanal
Why is the α-hydrogens of aldehydes and ketones are acidic in nature?
Identify A and B:
When acetaldehyde is treated with dilute NaOH, the following reaction is observed.
\[\begin{array}{cc}
\ce{2CH3 - CHO ->[dil.NaOH] CH3 - CH - CH2 - CHO}\\
\phantom{...............}|\\
\phantom{.................}\ce{OH}
\end{array}\]
- What are the functional groups in the product?
- Can another product be formed during the same reaction? (Deduce the answer by doing atomic audit of reactant and product).
- Is this an addition reaction or condensation reaction?
