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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 - Chemistry

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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 :

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उत्तर

Using the given molecular formula, compound A is Ethanoyl Chloride CH3COCl, which undergoes reaction with poisoned palladium.

On carrying hydrogenation of A in the presence of poisoned palladium, we get an aldehyde. Hence, B can be Ethanal, CH3CHO.

An aldehyde, on treating with dilute alkali, undergoes aldol condensation reaction. Hence, C can be CH3CH(OH)CH2CHO.

On heating an aldol product, it loses water to produce a double bond and we get CH3CH=CHCHO.

Hence, we have

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2014-2015 (March) Patna Set 2

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संबंधित प्रश्न

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.

  1. Methanal
  2. 2-Methylpentanal
  3. Benzaldehyde
  4. Benzophenone
  5. Cyclohexanone
  6. 1-Phenylpropanone
  7. Phenylacetaldehyde
  8. Butan-1-ol
  9. 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?

Ethanol to 3-Hydroxybutanal


How will you bring about the following conversion in not more than two steps?

Benzaldehyde to 3-Phenylpropan-1-ol


What is substituted imine called?


Which of the following conversions can be carried out by Clemmensen Reduction?

(i) Benzaldehyde into benzyl alcohol

(ii) Cyclohexanone into cyclohexane

(iii) Benzoyl chloride into benzaldehyde

(iv) Benzophenone into diphenyl methane


Why is there a large difference in the boiling points of butanal and butan-1-ol?


When liquid ‘A’ is treated with a freshly prepared ammoniacal silver nitrate solution, it gives bright silver mirror. The liquid forms a white crystalline solid on treatment with sodium hydrogensulphite. Liquid ‘B’ also forms a white crystalline solid with sodium hydrogensulphite but it does not give test with ammoniacal silver nitrate. Which of the two liquids is aldehyde? Write the chemical equations of these reactions also.


Explain Aldol condensation of ethanal.


When acetaldehyde is treated with dilute NaOH, the following reaction is observed.

\[\begin{array}{cc}
\ce{2CH3 - CHO ->[dil.NaOH] CH3 - CH - CH2 - CHO}\\
\phantom{...............}|\\
\phantom{.................}\ce{OH}
\end{array}\]

  1. What are the functional groups in the product?
  2. Can another product be formed during the same reaction? (Deduce the answer by doing atomic audit of reactant and product).
  3. Is this an addition reaction or condensation reaction?

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