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Questions
How will you convert ethanal into the following compound?
But-2-enal
Carry out the following conversion:
Ethanal to But-2-enal.
How will you bring about the following conversion?
Ethanal to but-2-enal.
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Solution 1
\[\ce{\underset{Ethanal}{2CH3CHO}->[(i) dil.NaOH][(ii) H+, \Delta]\underset{But-2-enal}{CH3CH = CHCHO}}\]
Solution 2
\[\ce{\underset{Ethanal}{2CH3CHO}->[dil.NaOH][Aldol condensation]\underset{Hydroxybutanal}{\overset{4}{C}H3 - \overset{3}{C}HOH - \overset{2}{C}H2 - \overset{1}{C}HO}->[H3O+/\Delta][-H2O]\underset{But-2-enal}{CH3 - CH = CH - CHO}}\]
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RELATED QUESTIONS
What is meant by the following term? Give an example of the reaction in the following case.
Aldol
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.
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 a chemical equation for the following reaction:
Propanone is treated with dilute Ba( OH)2.
Explain aldol condensation reaction in detail.
Cannizaro’s reaction is not given by ______.
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) \[\begin{array}{cc}
\phantom{}\ce{CH3}\\
|\phantom{...}\\
\ce{CH3 - C - CHO}\phantom{..}\\
|\phantom{...}\\
\phantom{}\ce{CH3}\\
\end{array}\]
Why is there a large difference in the boiling points of butanal and butan-1-ol?
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?
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Reason: The anion formed after the loss of α-hydrogen atom is resonance stabilised.
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:
The major product of the following reaction is:
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Reason (R): α, β-unsaturated carbonyl compounds are stabilised due to conjugation.
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).
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