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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

Solution & Explanation

### 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

More Aldehydes, Ketones and Carboxylic Acids Previous-Year Questions — Page 3

Q29 2025 Aldol Condensation
Aldol condensation is a popular and classical method to prepare alpha, beta-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. textProduct 1
  • B. textProduct 2
  • C. textProduct 3
  • D. textProduct 4

Solution

### Core Logic Intramolecular aldol condensation involves a dicarbonyl compound reacting within itself to yield stable cyclic alpha, beta-unsaturated rings (most commonly 5- or 6-membered rings due to minimal ring strain). * Products (1), (2), and (3) can all be cleanly synthesized via intramolecular cyclization path workflows from their respective dialdehyde/diketone precursors. * Product (4) features an exo-cyclic group structure arrangement formed strictly through an **intermolecular** condensation sequence step between two distinct reactant units, rather than an internal cyclization path layout. ### Pattern Recognition Look closely at the ring substitution system. Intermolecular steps are forced when intramolecular cyclization path workflows would generate highly strained small rings or structurally impossible orientations. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids
Q41 2025 Chemical Properties of Ketones
An organic compound (X) with molecular formula C_3H_6O is not readily oxidised. On reduction it gives C_3H_8O (Y) which reacts with HBr to give a bromide (Z) which is converted to Grignard reagent. This Grignard reagent on reaction with (X) followed by hydrolysis gives 2, 3-dimethylbutan-2-ol. Compounds (X), (Y) and (Z) respectively are:
  • A. mathrmCH_3mathrmCOCH_3, mathrmCH_3mathrmCH_2mathrmCH_2mathrmOH, mathrmCH_3mathrmCH(Br)CH_3
  • B. mathrmCH_3mathrmCOCH_3, mathrmCH_3mathrmCH(OH)CH_3, mathrmCH_3mathrmCH(Br)CH_3
  • C. mathrmCH_3mathrmCH_2mathrmCHO, mathrmCH_3mathrmCH_2mathrmCH_2mathrmOH, mathrmCH_3mathrmCH_2mathrmCH_2mathrmBr
  • D. mathrmCH_3mathrmCH_2mathrmCHO, mathrmCH_3mathrmCH=CH_2, mathrmCH_3mathrmCH(Br)CH_3

Solution

### Core Logic Let's deduce the identities stepwise: 1. Compound (X) has the formula C_3H_6O and is resistant to mild oxidation, which identifies it as a ketone: **Acetone** (CH_3COCH_3). 2. Reduction of Acetone yields a secondary alcohol, Propan-2-ol (CH_3CH(OH)CH_3, Compound Y). 3. Treatment of Propan-2-ol with HBr substitutes the hydroxyl group to form 2-Bromopropane (CH_3CH(Br)CH_3, Compound Z). 4. Reacting 2-Bromopropane with Magnesium in ether creates the branched Grignard reagent, Isopropylmagnesium bromide ((CH_3)_2CHMgBr). 5. Finally, nucleophilic addition of this Grignard reagent to Acetone followed by aqueous workup yields the highly branched tertiary alcohol: **2,3-dimethylbutan-2-ol**. ### Pattern Recognition Resistance to mild oxidation immediately distinguishes ketones from isomeric aldehydes. Nucleophilic addition of an isopropyl Grignard to acetone cleanly yields the 2,3-dimethylbutan-2-ol framework. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids Class 12 Chemistry: Alcohols, Phenols and Ethers
Q30 2025 Identification of Carbonyl Compounds
"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".
  • A. textCH_3text-C(=textO)text-CH_2text-CH_2text-CH_2text-CH_3
  • B. textCH_3text-C(=textO)text-CH(textCH_2text-CH_3)text-CH_3
  • C. textH-C(=textO)text-CH_2text-CH(textCH_2text-CH_3)text-CH_3
  • D. textCH_3text-C(=textO)text-CH_2text-CH(textCH_3)_2

Solution

### 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
Q42 2025 Preparation of Aldehydes
Match List-I with List-II
List-IList-II (Name of Reaction)
(A) mathrmRCN xrightarrow[text(ii)mathrmH_3mathrmO^+]text(i)mathrmSnCl_2, mathrmHCl mathrmRCHO(I) Etard reaction
(B)
Preparation of Aldehydes diagram for Q42 - JEE Main 2025 Evening
The Match List displays chemical transformations side-by-side with their respective named organic chemical reactions.
(II) Gatterman-Koch reaction
(C)
Preparation of Aldehydes diagram for Q42 - JEE Main 2025 Evening
The Match List displays chemical transformations side-by-side with their respective named organic chemical reactions.
(III) Rosenmund reduction
(D)
Preparation of Aldehydes diagram for Q42 - JEE Main 2025 Evening
The Match List displays chemical transformations side-by-side with their respective named organic chemical reactions.
(IV) Stephen reaction
Choose the correct answer from the options given below:
  • A. \text{(A)-(IV), (B)-(III), (C)-(I), (D)-(II)}
  • B. \text{(A)-(III), (B)-(IV), (C)-(II), (D)-(I)}
  • C. \text{(A)-(I), (B)-(III), (C)-(II), (D)-(IV)}
  • D. \text{(A)-(III), (B)-(IV), (C)-(I), (D)-(II)}

Solution

### Core Logic Let's match each aldehyde preparation method with its official named organic reaction: * **(A) mathrmRCN ightarrow mathrmRCHO using mathrmSnCl_2/mathrmHCl followed by hydrolysis:** This is the classic **Stephen reaction** ightarrow **(IV)**. * **(B) Reducing an acyl chloride (mathrmRCOCl) to an aldehyde using mathrmH_2 over mathrmPd-BaSO_4:** This partial reduction is known as the **Rosenmund reduction** ightarrow **(III)**. * **(C) Oxidizing toluene to benzaldehyde using chromyl chloride (mathrmCrO_2mathrmCl_2) in mathrmCS_2:** This selective oxidation method is the **Etard reaction** ightarrow **(I)**. * **(D) Converting benzene to benzaldehyde using mathrmCO and mathrmHCl in the presence of anhydrous mathrmAlCl_3/mathrmCuCl:** This formylation process is the **Gatterman-Koch reaction** ightarrow **(II)**. Combining these assignments yields the final sequence: (A)-(IV), (B)-(III), (C)-(I), (D)-(II). ### Step-by-Step Layout The visual reaction components correspond directly to the official structural transformations:
Preparation of Aldehydes solution diagram for Q42 - JEE Main 2025 Evening
The Match List displays chemical transformations side-by-side with their respective named organic chemical reactions.
Preparation of Aldehydes solution diagram for Q42 - JEE Main 2025 Evening
The Match List displays chemical transformations side-by-side with their respective named organic chemical reactions.
Preparation of Aldehydes solution diagram for Q42 - JEE Main 2025 Evening
The Match List displays chemical transformations side-by-side with their respective named organic chemical reactions.
### Pattern Recognition Quick identification keys: - Nitrile ightarrow Aldehyde = Stephen - Acid Chloride ightarrow Aldehyde = Rosenmund - Toluene ightarrow Chromyl Complex = Etard - Benzene ightarrow Carbon Monoxide = Gatterman-Koch ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids
Q40 2025 Reactivity towards Nucleophilic Addition
Which of the following arrangements with respect to their reactivity in nucleophilic addition reaction is correct?
  • A. benzaldehyde < acetophenone < p-nitrobenzaldehyde < p-tolualdehyde
  • B. acetophenone < benzaldehyde < p-tolualdehyde < p-nitrobenzaldehyde
  • C. acetophenone < p-tolualdehyde < benzaldehyde < p-nitrobenzaldehyde
  • D. p-nitrobenzaldehyde < benzaldehyde < p-tolualdehyde < acetophenone

Solution

### Core Logic Reactivity in nucleophilic addition reactions is governed by a combination of **steric hindrance** and **electronic effects** around the electrophilic carbonyl carbon: 1. Ketones are significantly less reactive than aldehydes due to the bulkiness and electron-donating inductive effect (+I) of their two alkyl/aryl groups. Thus, **acetophenone** has the lowest reactivity. 2. For substituted benzaldehydes, electron-withdrawing groups heighten the partial positive charge on the carbonyl carbon, accelerating nucleophilic attack. Conversely, electron-donating groups suppress reactivity. Symmetry breakdown structures are shown below: - Acetophenone:
Acetophenone structure for reactivity comparison
Acetophenone structure for reactivity comparison
- p-tolualdehyde:
Acetophenone structure for reactivity comparison
Acetophenone structure for reactivity comparison
- Benzaldehyde:
Acetophenone structure for reactivity comparison
Acetophenone structure for reactivity comparison
- p-nitrobenzaldehyde:
Acetophenone structure for reactivity comparison
Acetophenone structure for reactivity comparison
- Methoxy/methyl donors decrease reactivity: textp-tolualdehyde < textbenzaldehyde - Nitro group (-mathrmNO_2) acts as a strong electron-withdrawing agent via both -M and -I pathways, maximizing the electrophilic nature of the carbonyl site. Therefore, **p-nitrobenzaldehyde** is the most reactive. Thus, the correct order of reactivity is: textacetophenone < textp-tolualdehyde < textbenzaldehyde < textp-nitrobenzaldehyde ### Pattern Recognition Aldehydes naturally exhibit higher reactivity than ketones. Electron-withdrawing groups (-mathrmNO_2) accelerate addition pathways, whereas electron-donating groups (-mathrmCH_3) impede them. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Aldehydes, Ketones and Carboxylic Acids

More Aldehydes, Ketones and Carboxylic Acids Questions — jee_main_2025_03_april_morning

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