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Aldehydes, Ketones and Carboxylic Acids appeared 46 times across 3 years — 5.4% of Chemistry. This question is from Reactions of Carbonyl Compounds.

Year 2026 2025 2024 Total
Questions 14 21 11 46

Both acetaldehyde and acetone (individually) undergo which of the following reactions? A. Iodoform Reaction B. Cannizaro Reaction C. Aldol condensation D. Pollen's Test E. Clemmensen Reduction Choose the correct answer from the options given below:

Solution & Explanation

Core Logic

Let us check each option pathway:

  • A. Iodoform Reaction: Positive for both because both contain the CH₃-C=O methyl ketone fragment.
  • B. Cannizaro Reaction: Negative for both because both contain α-hydrogens.
  • C. Aldol Condensation: Positive for both because they have α-hydrogens available for enolization.
  • D. Pollen's Test (Tollen's Test): Positive only for acetaldehyde (aldehyde); negative for acetone (ketone).
  • E. Clemmensen Reduction: Positive for both as they contain reducible carbonyl groups.
  • Thus, both react via A, C, and E.

Pattern Recognition

Sees: Functional comparison of Acetaldehyde and Acetone. Shortcut: Ketones do not respond to Tollen's test, which instantly eliminates choices featuring statement D.

Chapter Mix

Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids

Reference Study Guides

More Aldehydes, Ketones and Carboxylic Acids Previous-Year Questions — Page 5

Q jee_main_2025_28_jan_morning Rearrangement and Ozonolysis
A molecule ("P") on treatment with acid undergoes rearrangement and gives ("Q") ("Q") on ozonolysis followed by reflux under alkaline condition gives ("R"). The structure of ("R") is given below:
Rearrangement and Ozonolysis product diagram for Q33 - JEE Main 2025 Morning
The image displays the chemical structure of product R obtained from rearrangement and subsequent reaction steps.
The structure of (P) is
  • A.
  • B.
  • C.
  • D.

Solution

Core Logic

The reaction sequence indicates that molecule "P" undergoes an acid-catalyzed rearrangement to produce alkene/alcohol intermediate "Q". Subsequent ozonolysis breaks down the double bond system, and alkaline reflux sets up an intramolecular aldol condensation sequence to form the cyclic ketone system "R". Following the detailed ring contraction/expansion step templates outlined below:

Mechanism sequence step for Q33 - JEE Main 2025 Morning
The image displays the chemical structure of product R obtained from rearrangement and subsequent reaction steps.

Mechanism sequence step for Q33 - JEE Main 2025 Morning
The image displays the chemical structure of product R obtained from rearrangement and subsequent reaction steps.

Mechanism sequence step for Q33 - JEE Main 2025 Morning
The image displays the chemical structure of product R obtained from rearrangement and subsequent reaction steps.

Mechanism sequence step for Q33 - JEE Main 2025 Morning
The image displays the chemical structure of product R obtained from rearrangement and subsequent reaction steps.

Mechanism sequence step for Q33 - JEE Main 2025 Morning
The image displays the chemical structure of product R obtained from rearrangement and subsequent reaction steps.

Mechanism sequence step for Q33 - JEE Main 2025 Morning
The image displays the chemical structure of product R obtained from rearrangement and subsequent reaction steps.

Mechanism sequence step for Q33 - JEE Main 2025 Morning
The image displays the chemical structure of product R obtained from rearrangement and subsequent reaction steps.

Mechanism sequence step for Q33 - JEE Main 2025 Morning
The image displays the chemical structure of product R obtained from rearrangement and subsequent reaction steps.

Pattern Recognition

Sees: Acidic rearrangement arrow ozonolysis arrow intramolecular aldol condensation. Shortcut: Work backwards from the dicarbonyl fragments formed after opening the final product ring system.

Chapter Mix

Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids

Q jee_main_2025_03_april_morning Iodoform Test
Number of molecules from below which cannot give iodoform reaction is: Ethanol, Isopropyl alcohol, Bromoacetone, 2-Butanol, 2-Butanone, Butanal, 2-Pentanone, 3-Pentanone, Pentanal and 3-Pentanol
  • A. 5
  • B. 4
  • C. 3
  • D. 2

Solution

Core Logic

The iodoform test requires compounds containing either a methyl ketone group (CH₃CO-) or a methyl carbinol group (CH₃CH(OH)-).

Let us audit the provided compounds:

  • Ethanol (CH₃CH₂OH): Contains CH₃CH(OH)- arrow Positive
  • Isopropyl alcohol (CH₃CH(OH)CH₃): Contains CH₃CH(OH)- arrow Positive
  • Bromoacetone (CH₃COCH₂Br): Contains CH₃CO- arrow Positive
  • 2-Butanol (CH₃CH(OH)CH₂CH₃): Contains CH₃CH(OH)- arrow Positive
  • 2-Butanone (CH₃COCH₂CH₃): Contains CH₃CO- arrow Positive
  • Butanal (CH₃CH₂CH₂CHO): Negative
  • 2-Pentanone (CH₃COCH₂CH₂CH₃): Contains CH₃CO- arrow Positive
  • 3-Pentanone (CH₃CH₂COCH₂CH₃): Negative
  • Pentanal (CH₃CH₂CH₂CH₂CHO): Negative
  • 3-Pentanol (CH₃CH₂CH(OH)CH₂CH₃): Negative
Step 1: Summation

The molecules that cannot give the iodoform reaction are: Butanal, 3-Pentanone, Pentanal, and 3-Pentanol. This gives a total count of exactly 4 molecules.

Pattern Recognition

Shortcut: Filter for names ending with '-anal' (except acetaldehyde) or having ketones/alcohols at carbon positions higher than 2 (e.g., 3-pentanone, 3-pentanol). These lack the required terminal methyl group adjacent to the carbonyl or carbinol carbon.

Chapter Mix

Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids

Q jee_main_2025_04_april_evening Iodoform Test
Which among the following compounds give yellow solid when reacted with NaOI/NaOH? (A) CH₃ - CH(OH) - C₂H₅ (B) CH₃ - CH₂ - CH₂ - OH (C) CH₃ - CO - C₂H₅ (D) CH₃-CO- OH (E) CH₃ - CH₂ - CHO Choose the correct answer from the options given below:
  • A. (B), (C) and (E) Only
  • B. (A) and (C) Only
  • C. (C) and (D) Only
  • D. (A), (C) and (D) Only

Solution

Related Formula
Compounds with CH₃-CH(OH)- or CH₃-CO- groups undergo the iodoform reaction to form CHI₃ (Yellow Solid)
Core Logic

Let's check the structural groups of each given option:

  • (A) CH₃ - CH(OH) - C₂H₅: Contains the methylcarbinol group (CH₃-CH(OH)-). Gives a positive iodoform test.
  • (B) CH₃ - CH₂ - CH₂ - OH: Linear primary alcohol, does not contain the required group.
  • (C) CH₃ - CO - C₂H₅: Contains the methyl ketone group (CH₃-CO-). Gives a positive iodoform test.
  • (D) CH₃ - OH: Methanol does not give the test.
  • (E) CH₃ - CH₂ - H: Ethane does not give the test.
  • Thus, only (A) and (C) yield the yellow precipitate of iodoform (CHI₃).

Step 1: Chemical Equations

The balanced haloform pathways occur as follows:

CH₃-CH(OH)-CH₂-CH₃ NaOI/NaOH CHI₃ + CH₃-CH₂-COO^-Na^+ CH₃-CO-CH₂-CH₃ NaOI/NaOH CHI₃ + CH₃-CH₂-COO^-Na^+
Pattern Recognition

The iodoform test specifically isolates methyl ketones or secondary methyl alcohols. Scan dynamically for a terminal -CH₃ affixed directly to a carbonyl oxygen index (C=O) or a hydroxyl carbon (CH-OH).

Chapter Mix

Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids Class 12 Chemistry: Alcohols, Phenols and Ethers

Q jee_main_2025_04_april_morning Aldol Condensation
Aldol condensation is a popular and classical method to prepare α, β-unsaturated carbonyl compounds. This reaction can be both intermolecular and intramolecular. Predict which one of the following is not a product of intramolecular aldol condensation?
  • A.
  • B.
  • C.
  • D.

Solution

Related Reaction

Intramolecular aldol condensation of dicarbonyl compounds:

Dicarbonyl precursor [Δ]dil. base α,β-unsaturated cyclic carbonyl + H₂O

Intramolecular cyclization strongly favors the formation of stable 5- or 6-membered rings due to minimal ring strain.

Core Logic
  • Options A, B, and C: Each represents a clean intramolecular cyclization product derived from a single open-chain dicarbonyl precursor (dialdehyde or diketone) forming stable 5- or 6-membered conjugated enones.
  • Intramolecular vs intermolecular mechanism mapping diagram
    Intramolecular vs intermolecular mechanism mapping diagram

    Intramolecular vs intermolecular mechanism mapping diagram
    Intramolecular vs intermolecular mechanism mapping diagram

  • Option D: Features an exocyclic α,β-unsaturated linkage formed strictly via an intermolecular crossed-aldol condensation between two separate carbonyl molecules rather than an internal cyclization of a single dicarbonyl unit.
  • Intramolecular vs intermolecular mechanism mapping diagram
    Intramolecular vs intermolecular mechanism mapping diagram

Pattern Recognition

Trace the carbon backbone back to its precursor. Products of intramolecular aldol condensation originate from a single continuous dicarbonyl molecule closing into a stable 5- or 6-membered ring. An exocyclic enone linking a ring to an external carbonyl unit typically indicates an intermolecular reaction between two distinct molecules.

Evaluation Rubric / Model Answer

Option D

Chapter Mix

Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids

More Aldehydes, Ketones and Carboxylic Acids Questions — jee_main_2025_28_jan_morning

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