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An organic compound (A) (molecular formula C8H16O2) was hydrolysed with dilute sulphuric acid to give a carboxylic acid (B) and an alcohol (C). Oxidation of (C) with chromic acid produced (B). (C) on dehydration gives but-1-ene. Write equations for the reactions involved.
Concept: Methods of Preparation of Carboxylic Acids
Give a simple chemical test to distinguish between the following pair of compounds:
Benzaldehyde and Acetophenone
Concept: Chemical Reactions of Aldehydes and Ketones - Oxidation
How will you bring about the following conversion in not more than two steps?
Ethanol to 3-Hydroxybutanal
Concept: Chemical Reactions of Aldehydes and Ketones - Reactions Due to α-hydrogen
Complete the synthesis by giving missing starting material, reagent or product.
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Concept: Preparation of Aldehydes and Ketones
Write the product(s) in the following reactions

Concept: Chemical Reactions of Aldehydes and Ketones - Other Reactions
Write the equations involved in the following reactions :
Wolff-Kishner reduction
Concept: Nomenclature of Carboxylic Acids
Account for the following:
Carboxylic acid is a stronger acid than phenol.
Concept: Chemical Reactions of Carboxylic Acids - Reactions Involving Cleavege of O-H Bond
Write the chemical equations to illustrate the following name reactions:
Aldol condensation
Concept: Chemical Reactions of Aldehydes and Ketones - Other Reactions
Give the IUPAC name of the following compound.
CH3 − CH = CH − CHO
Concept: Nomenclature of Aldehydes and Ketones
Complete the following:
\[\ce{CH3CN ->[1. AlH(i - Bu)2][2. H2O] 'A' ->[H2N-OH][H^+] 'B'}\]
Concept: Nomenclature of Aldehydes and Ketones
Write IUPAC name of the following compound:

Concept: Nomenclature of Aldehydes and Ketones
Convert the following:
Propan-1-ol to 2-Bromopropanoic acid
Concept: Chemical Reactions of Carboxylic Acids - Substitution Reactions in the Hydrocarbon Part
Convert the following:
Acetaldehyde to But-2-enal
Concept: Chemical Reactions of Aldehydes and Ketones - Reactions Due to α-hydrogen
What happens when ethanal is treated with excess ethanol and acid?
Concept: Chemical Reactions of Aldehydes and Ketones - Nucleophilic Addition Reactions
Write the main product in the following reaction:
\[\ce{CH3CH2CHO ->[Zn(Hg)/Conc. HCl]}\]
Concept: Chemical Reactions of Aldehydes and Ketones - Reduction
Write the main product in the following reaction:

Concept: Uses of Carboxylic Acids
Which will undergo faster nucleophilic addition reaction?
Acetaldehyde or Propanone
Concept: Chemical Reactions of Aldehydes and Ketones - Nucleophilic Addition Reactions
What is the composition of Fehling's reagent?
Concept: Chemical Reactions of Aldehydes and Ketones - Oxidation
Which of the following is most reactive in nucleophilic addition reactions?
Concept: Chemical Reactions of Aldehydes and Ketones - Nucleophilic Addition Reactions
The following questions are case-based questions. Read the passage carefully and answer the questions that follow:
| The carbon-oxygen double bond is polarised in aldehydes and ketones due to higher electronegativity of oxygen relative to carbon. Therefore, they undergo nucleophilic addition reactions with a number of nucleophiles such as HCN, NaHSO3, alcohols, ammonia derivatives and Grignard reagents. Aldehydes are easily oxidised by mild oxidising agents as compared to ketones. The carbonyl group of carboxylic acid does not give reactions of aldehydes and ketones. Carboxylic acids are considerably more acidic than alcohols and most of simple phenols. |
Answer the following:
(a) Write the name of the product when an aldehyde reacts with excess alcohol in the presence of dry HCl. (1)
(b) Why carboxylic acid is a stronger acid than phenol? (1)
(c) (i) Arrange the following compounds in increasing order of their reactivity towards CH3MgBr: (1)
CH3CHO, \[\begin{array}{cc}
\ce{(CH3)3C-C-CH3}\\
\phantom{....}||\\
\phantom{....}\ce{O}
\end{array}\], \[\begin{array}{cc}
\ce{CH3-C-CH3}\\
||\\
\ce{O}
\end{array}\]
(ii) Write a chemical test to distinguish between propanal and propanone. (1)
OR
(c) Write the main product in the following: (2)
| (i) | ![]() |
| (ii) | ![]() |
Concept: Chemical Reactions of Aldehydes and Ketones - Nucleophilic Addition Reactions


