`|{:(Column I,Column 2,Column 3),((I)"Toluene",(i)NaOH//Br_(2),(P)"Condensation"),((II)"Acetophenone",(ii)Br_(2)//hv,(Q)"Carboxylation"),((III)"Benzaldehyde",(iii)(CH_(3)CO)_(2)O //CH_(3)COOK,(R)"Substitution"),((IV)"Phenol",(iv)NaOH//CO_(2),(S)"Haloform"):}|`
The only CORRECT combination that gives two different carboxylic acids is

Options

A. (IV) (iii) (Q)
B. (II) (iv) (R )
C. (I) (i) (S)
D. (III) (iii) (P)

Explanation

To solve the problem, we need to analyze the combinations of compounds in Column I with the reactions in Column II and the resulting products in Column III. We are looking for the correct combination that gives two different carboxylic acids.

### Step-by-Step Solution:

1. **Identify the Compounds in Column I**:
- (I) Toluene
- (II) Acetophenone
- (III) Benzaldehyde
- (IV) Phenol

2. **Analyze the Reactions in Column II**:
- (i) NaOH // Br₂
- (ii) Br₂ // hv
- (iii) (CH₃CO)₂O // CH₃COOK
- (iv) NaOH // CO₂

3. **Match the Compounds with the Reactions**:
- **Toluene with NaOH // Br₂**: This reaction leads to bromination and does not produce carboxylic acids.
- **Acetophenone with Br₂ // hv**: This reaction leads to free radical bromination, which does not produce carboxylic acids.
- **Benzaldehyde with (CH₃CO)₂O // CH₃COOK**: This is a reaction that can lead to the formation of carboxylic acids through condensation.
- **Phenol with NaOH // CO₂**: This reaction is known as the Kolbe's electrolysis or carboxylation, which can produce two different carboxylic acids.

4. **Identify the Resulting Products**:
- **Toluene**: No carboxylic acid produced.
- **Acetophenone**: No carboxylic acid produced.
- **Benzaldehyde**: Can produce a carboxylic acid but not two different ones.
- **Phenol**: Produces two different carboxylic acids (due to the carboxylation reaction).

5. **Conclusion**:
The only correct combination that gives two different carboxylic acids is:
- (IV) Phenol with (iv) NaOH // CO₂ resulting in (Q) Carboxylation.

### Final Answer:
The correct combination is (IV) Phenol with (iv) NaOH // CO₂, which gives two different carboxylic acids.

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