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"P" is an optically active compound with molecular formula textC_6textH_12textO. When "P" is treated with 2,4-dinitrophenylhydrazine, it gives a positive test. However, in presence of Tollens reagent, "P" gives a negative test. Predict the structure of "P".

Solution & Explanation

### Related Formula textCarbonyl compound + text2,4-DNP ightarrow textHydrazone derivative (Positive test) textAldehyde + textTollens' Reagent ightarrow textSilver Mirror (Positive test) textKetone + textTollens' Reagent ightarrow textNo reaction (Negative test) ### Core Logic Analyzing individual functional constraints: - Positive 2,4-DNP test shows compound contains a carbonyl group (aldehyde or ketone). - Negative Tollens' test clarifies it is not an aldehyde; hence it must be a ketone. - The compound is optically active, meaning it must possess a chiral center (carbon with 4 distinct groups). Let's evaluate the options via structural configurations:
Identification of Carbonyl Compounds diagram for Q30 - JEE Main 2025 Evening
Identification of Carbonyl Compounds diagram for Q30 - JEE Main 2025 Evening
Identification of Carbonyl Compounds diagram for Q30 - JEE Main 2025 Evening
Identification of Carbonyl Compounds diagram for Q30 - JEE Main 2025 Evening
### Step 1: Structural Verification Option (2) represents 3-methylpentan-2-one: textCH3-textC(=textO)-oversetasttextCH(textCH3)(textCH2textCH3) The third carbon (C3) is linked to: -textH, -textCH_3, -textCH_2textCH_3, and -textCOCH_3. It has 4 distinct structural fields, making it chiral and optically active. ### Pattern Recognition Tollens' negative + DNP positive = Ketone. Once categorized as a ketone, look directly for the structure holding a carbon with four unique groups to secure the optical activity constraint. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques

More Aldehydes, Ketones and Carboxylic Acids Previous-Year Questions — Page 2

Q48 2025 Claisen-Schmidt Condensation
In the Claisen-Schmidt reaction to prepare dibenzalacetone from 5.3text g of benzaldehyde, a total of 3.51text g of product was obtained. The percentage yield in this reaction was __%.
Numerical Answer. Answer: 60 to 60

Solution

### Core Logic The balanced chemical equation for the synthesis of dibenzalacetone is: 2 Ph-CHO + CH3COCH3 xrightarrowtextStrong Base Ph-CH=CH-CO-CH=CH-Ph + 2H2O Let's calculate the moles of reactants: textMolar mass of benzaldehyde (PhCHO) = 106text g/mol textMoles of benzaldehyde used = frac5.3106 = 0.05text mol = frac120text mol
Claisen-Schmidt Condensation diagram for Q48 - JEE Main 2025 Evening
Claisen-Schmidt Condensation diagram for Q48 - JEE Main 2025 Evening
According to the reaction stoichiometry, 2text moles of PhCHO yield 1text mole of dibenzalacetone. textTheoretical moles of product = frac0.052 = 0.025text mol ### Step 1: Yield Evaluation $textMolar mass of dibenzalacetone (C17H14O) = 234text g/mol textTheoretical mass = 0.025 times 234 = 5.85text g textPercentage yield = fractextActual masstextTheoretical mass times 100 = frac3.515.85 times 100 = 60% ### Pattern Recognition Always remember the stoichiometric ratio: It takes 2 moles of benzaldehyde to condense with 1 mole of acetone to form the symmetrical dibenzalacetone product. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids
Q33 2025 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 (mathbfPi^prime primemathbfP^prime prime) is
  • A. (1)
  • B. (2)
  • C. (3)
  • D. (4)

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 rightarrow ozonolysis rightarrow intramolecular aldol condensation. Shortcut: Work backwards from the dicarbonyl fragments formed after opening the final product ring system. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids
Q37 2025 Reactions of Carbonyl Compounds
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:
  • A. textA, B and D only
  • B. textA, C and E only
  • C. textC and E only
  • D. textB, C and D only

Solution

### Core Logic Let us check each option pathway: - **A. Iodoform Reaction:** Positive for both because both contain the mathrmCH_3-mathrmC=mathrmO methyl ketone fragment. - **B. Cannizaro Reaction:** Negative for both because both contain alpha-hydrogens. - **C. Aldol Condensation:** Positive for both because they have alpha-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. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids
Q36 2025 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 (textCH_3textCO-) or a methyl carbinol structural unit (textCH_3textCH(OH)-). Let us audit the provided compounds: 1. **Ethanol** (textCH_3textCH_2textOH): Contains textCH_3textCH(OH)- ightarrow **Positive** 2. **Isopropyl alcohol** (textCH_3textCH(OH)CH_3): Contains textCH_3textCH(OH)- ightarrow **Positive** 3. **Bromoacetone** (textCH_3textCOCH_2textBr): Contains textCH_3textCO- ightarrow **Positive** 4. **2-Butanol** (textCH_3textCH(OH)CH_2textCH_3): Contains textCH_3textCH(OH)- ightarrow **Positive** 5. **2-Butanone** (textCH_3textCOCH_2textCH_3): Contains textCH_3textCO- ightarrow **Positive** 6. **Butanal** (textCH_3textCH_2textCH_2textCHO): **Negative** 7. **2-Pentanone** (textCH_3textCOCH_2textCH_2textCH_3): Contains textCH_3textCO- ightarrow **Positive** 8. **3-Pentanone** (textCH_3textCH_2textCOCH_2textCH_3): **Negative** 9. **Pentanal** (textCH_3textCH_2textCH_2textCH_2textCHO): **Negative** 10. **3-Pentanol** (textCH_3textCH_2textCH(OH)CH_2textCH_3): **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' or having ketones/alcohols at positions higher than 2 (e.g., 3-pentanone, 3-pentanol). These lack the vital terminal methyl group adjacent to the functional group. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids
Q28 2025 Iodoform Test
Which among the following compounds give yellow solid when reacted with NaOI/NaOH? (A) CH_3 - CH(OH) - C_2H_5 (B) CH_3 - CH_2 - CH_2 - OH (C) CH_3 - CO - C_2H_5 (D) CH_3 - OH (E) CH_3 - CH_2 - H 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 textCompounds with CH_3-CH(OH)- text or CH_3-CO- text groups undergo the iodoform reaction to form CHI_3 downarrow text (Yellow Solid) ### Core Logic Let's check the structural groups of each given option: - **(A)** CH_3 - CH(OH) - C_2H_5: Contains the methylcarbinol group (CH_3-CH(OH)-). Gives a positive iodoform test. - **(B)** CH_3 - CH_2 - CH_2 - OH: Linear primary alcohol, does not contain the required group. - **(C)** CH_3 - CO - C_2H_5: Contains the methyl ketone group (CH_3-CO-). Gives a positive iodoform test. - **(D)** CH_3 - OH: Methanol does not give the test. - **(E)** CH_3 - CH_2 - H: Ethane does not give the test. Thus, only **(A)** and **(C)** yield the yellow precipitate of iodoform (CHI_3). ### Step 1: Chemical Equations The balanced haloform pathways occur as follows: CH_3-CH(OH)-CH_2-CH_3 xrightarrowtextNaOI/NaOH CHI_3downarrow + textCH_3text-CH_2text-COO^-textNa^+ CH_3-CO-CH_2-CH_3 xrightarrowtextNaOI/NaOH CHI_3downarrow + textCH_3text-CH_2text-COO^-textNa^+ ### Pattern Recognition The iodoform test specifically isolates methyl ketones or secondary methyl alcohols. Scan dynamically for a terminal -CH_3 affixed directly to a carbonyl oxygen index (C=O) or a hydroxyl carbon (CH-OH). ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids Class 12 Chemistry: Alcohols, Phenols and Ethers

More Aldehydes, Ketones and Carboxylic Acids Questions — jee_main_2025_07_april_evening

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