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Aldehydes, Ketones and Carboxylic Acids appeared 46 times across 3 years — 5.3% of Chemistry. This question is from Chemical Reactions of Aldehydes and Ketones.

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Questions 14 21 11 46

From the compounds given below, number of compounds which give positive Fehling's test is _____. Benzaldehyde, Acetaldehyde, Acetone, Acetophenone, Methanal, 4-nitrobenzaldehyde, cyclohexane carbaldehyde.

Numerical Answer Type:
Enter a numerical value Answer: 3 to 3 +4 marks

Solution & Explanation

Core Logic

Fehling's test is a mild oxidizing test used primarily to distinguish aliphatic aldehydes from ketones and aromatic aldehydes.

  • Aliphatic aldehydes (like methanal, acetaldehyde, cyclohexane carbaldehyde) give a positive Fehling's test (formation of red-brown precipitate of Cu₂O).
  • Aromatic aldehydes (like benzaldehyde, 4-nitrobenzaldehyde) lack alpha-hydrogens in a purely aliphatic environment and are not sufficiently easily oxidized to give a positive Fehling's test.
  • Ketones (like acetone, acetophenone) generally do not give a positive Fehling's test (except α-hydroxy ketones).
Step 1: Evaluation of Given Compounds
  • Benzaldehyde: Aromatic aldehyde arrow Negative
  • Acetaldehyde (CH₃CHO): Aliphatic aldehyde arrow Positive
  • Acetone: Ketone arrow Negative
  • Acetophenone: Ketone arrow Negative
  • Methanal (HCHO): Aliphatic aldehyde arrow Positive
  • 4-nitrobenzaldehyde: Aromatic aldehyde arrow Negative
  • Cyclohexane carbaldehyde: Aliphatic aldehyde arrow Positive
  • The compounds giving a positive test are Acetaldehyde, Methanal, and Cyclohexane carbaldehyde.

Pattern Recognition

Tollens' reagent oxidizes ALL aldehydes (aliphatic + aromatic). Fehling's reagent is weaker and only oxidizes ALIPHATIC aldehydes.

Chapter Mix

Class 12 Chemistry: Aldehydes Ketones and Carboxylic Acids

More Aldehydes Ketones and Carboxylic Acids Previous-Year Questions — Page 9

Q jee_main_2024_30_jan_morning Preparation of Aldehydes
This reduction reaction is known as:
Preparation of Aldehydes diagram for Q62 - JEE Main 2024 Morning
The image shows the catalytic hydrogenation of benzoyl chloride to benzaldehyde in the presence of Pd-BaSO4.
  • A. Rosenmund reduction
  • B. Wolff-Kishner reduction
  • C. Stephen reduction
  • D. Etard reduction

Solution

Related Formula
R-COCl + H₂ Pd/BaSO₄ R-CHO + HCl
Core Logic

The reaction depicts the partial reduction of an acid chloride (benzoyl chloride) to an aldehyde (benzaldehyde) using hydrogen gas in the presence of a poisoned palladium catalyst (Pd supported on BaSO₄).

Preparation of Aldehydes solution diagram for Q62 - JEE Main 2024 Morning
The image shows the catalytic hydrogenation of benzoyl chloride to benzaldehyde in the presence of Pd-BaSO4.
This specific reaction is known as the Rosenmund reduction.

Pattern Recognition

Acid Chloride + H₂, Pd/BaSO₄ arrow Aldehyde is strictly the Rosenmund reduction. The BaSO₄ poisons the catalyst to prevent over-reduction to an alcohol.

Chapter Mix

Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids

Q jee_main_2024_30_jan_morning Nomenclature
Structure of 4-Methylpent-2-enal is
  • A. H₂C=C(CH₃)-CH₂-C(=O)H
  • B. CH₃-CH₂-C(CH₃)=CH-C(=O)H
  • C. CH₃-CH₂-CH=C(CH₃)-C(=O)H
  • D. CH₃-CH(CH₃)-CH=CH-C(=O)H

Solution

Core Logic

Decode the IUPAC name: 4-Methylpent-2-enal

  • Word root: 'pent' arrow 5 carbon principal chain.
  • Primary suffix: '2-en' arrow Double bond starting at carbon 2.
  • Secondary suffix: 'al' arrow Aldehyde group (-CHO) at carbon 1.
  • Substituent: '4-Methyl' arrow A methyl group (-CH3) at carbon 4.
Step 1: Drafting the structure

Numbering starts from the aldehyde carbon.

C⁵ - C⁴ - C³ = C² - C¹(=O)H

Attach the methyl at C⁴:

CH₃ - CH(CH₃) - CH = CH - CHO

This matches Option 4.

Chapter Mix

Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques

Q jee_main_2024_30_jan_morning Preparation of Aldehydes
In the given reactions identify the reagent A and reagent B.
Preparation of Aldehydes diagram for Q73 - JEE Main 2024 Morning
The image shows the oxidation of toluene to benzaldehyde via two different pathways requiring reagents A and B.
  • A. A-CrO₃, B-CrO₃
  • B. A-CrO₃, B-CrO₂Cl₂
  • C. A-CrO₂Cl₂, B-CrO₂Cl₂
  • D. A-CrO₂Cl₂, B-CrO₃

Solution

Core Logic

Pathway 1 (Upper): Toluene is treated with Reagent 'A' and acetic anhydride (CH₃CO)₂O to form an intermediate (benzylidene diacetate), which on hydrolysis gives benzaldehyde. The reagent used here is Chromic oxide (CrO₃). Thus, A is CrO₃.

Pathway 2 (Lower): Toluene is treated with Reagent 'B' in CS₂ to form a chromium complex intermediate, which on hydrolysis yields benzaldehyde. This is the Etard reaction, and the reagent used is Chromyl chloride (CrO₂Cl₂). Thus, B is CrO₂Cl₂.

Preparation of Aldehydes solution diagram for Q73 - JEE Main 2024 Morning
The image shows the oxidation of toluene to benzaldehyde via two different pathways requiring reagents A and B.

Step 1: Selection

Therefore, A = CrO₃ and B = CrO₂Cl₂.

Pattern Recognition

Etard reaction always uses Chromyl chloride (CrO₂Cl₂). Oxidation of toluene with acetic anhydride uses Chromic acid (CrO₃). Both stop the oxidation at the aldehyde stage via intermediate formation.

Chapter Mix

Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids

Q87 jee_main_2024_30_jan_morning Nucleophilic Addition Reactions
The compound formed by the reaction of ethanal with semicarbazide contains ________ number of nitrogen atoms.
Numerical Answer. Answer: 3 to 3

Solution

Related Formula
CH₃-CHO + H₂N-NH-CO-NH₂ arrow CH₃-CH=N-NH-CO-NH₂ + H₂O
Core Logic

Ethanal (CH₃CHO) reacts with semicarbazide (H₂N-NH-CO-NH₂) via nucleophilic addition followed by elimination of water to form a semicarbazone.

Step 1: Product Analysis

The product is Ethanal semicarbazone: CH₃-CH=N-NH-CO-NH₂. Counting the nitrogen atoms in this structure:

  • The imine nitrogen (=N-)
  • The amine nitrogen (-NH-)
  • The amide nitrogen (-NH₂)
  • Total = 3 Nitrogen atoms.

Chapter Mix

Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids

Q jee_main_2024_31_jan_evening Preparation of Aldehydes and Ketones
Identify the name reaction.
Preparation of Aldehydes and Ketones diagram for Q73 - JEE Main 2024 Evening
The image shows the conversion of benzene to benzaldehyde using CO, HCl, and Anhydrous AlCl3/CuCl.
  • A. Stephen reaction
  • B. Etard reaction
  • C. Gatterman-koch reaction
  • D. Rosenmund reduction

Solution

Core Logic

The reaction of benzene with carbon monoxide (CO) and hydrogen chloride (HCl) in the presence of anhydrous aluminium chloride (AlCl₃) and cuprous chloride (CuCl) to give benzaldehyde is known as the Gatterman-Koch reaction.

Preparation of Aldehydes and Ketones diagram for Q73 - JEE Main 2024 Evening
The image shows the conversion of benzene to benzaldehyde using CO, HCl, and Anhydrous AlCl3/CuCl.

Pattern Recognition

CO + HCl arrow Formyl chloride intermediate (in situ) with Lewis acid arrow formylation of benzene. This is definitively the Gatterman-Koch formylation.

Chapter Mix

Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids

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