A compound A with molecular formula `C_(15)H_(13)Cl` gives a white precipitate on adding silver nitrate solution A on reacting with alcoholic KOH gives compound B as the main product. B on ozonolysis gives C and C gives Cannizaro reaction but not aldol condensation. D gives aldol condensation but not Cannizaro react A is :

Options

A.
B.
C. `C_(6)H_(5)-CH_(2)CH_(2)CH_(2)-CH_(2)-Cl`
D. `C_(6)H_(5)-CH(2)-CH_(2)-underset(Cl)underset(|)CH-CH_(3)`

Answer

To solve the question, we will break down the information provided step by step.

### Step 1: Identify Compound A
We start with compound A, which has the molecular formula C₁₅H₁₃Cl. The fact that it gives a white precipitate with silver nitrate suggests that A is an alkyl halide (specifically, a chloroalkane). The white precipitate indicates the formation of silver chloride (AgCl) when Cl is displaced.

**Hint:** Look for alkyl halides that can react with silver nitrate to confirm the presence of chlorine.

### Step 2: Reaction with Alcoholic KOH
When compound A reacts with alcoholic KOH, it undergoes elimination to form compound B, which is likely an alkene. Since alcoholic KOH acts as a dehydrating agent, it suggests that A is likely a secondary or tertiary alkyl halide to facilitate the elimination reaction.

**Hint:** Remember that alcoholic KOH promotes elimination reactions, leading to the formation of alkenes.

### Step 3: Ozonolysis of Compound B
Compound B, which we suspect is an alkene, undergoes ozonolysis. Ozonolysis typically cleaves the double bond of alkenes to form carbonyl compounds (aldehydes or ketones). The products of ozonolysis are compounds C and D.

**Hint:** Ozonolysis of alkenes can yield aldehydes or ketones, so consider the structure of B carefully.

### Step 4: Identify Compounds C and D
From the problem, we know that compound C gives a Cannizzaro reaction but not aldol condensation. For a compound to undergo Cannizzaro reaction, it must lack alpha hydrogens, which means C is likely an aldehyde without alpha hydrogens (e.g., benzaldehyde).

Compound D gives aldol condensation but not Cannizzaro reaction, indicating that D must have alpha hydrogens (e.g., acetone).

**Hint:** Recall the conditions for Cannizzaro and aldol reactions: Cannizzaro requires no alpha hydrogens, while aldol condensation requires at least two.

### Step 5: Determine the Structures
- **C (Benzaldehyde)**: C₆H₅CHO (no alpha hydrogens).
- **D (Acetone)**: (CH₃)₂CO (has alpha hydrogens).

### Step 6: Backtrack to Compound A
Since we deduced that B (the alkene) leads to C and D, we can infer that compound A must be a chloroalkane that can yield the alkene B upon elimination. The structure of A should be such that it can lead to the formation of both benzaldehyde and acetone.

The most likely structure for A is:
C₆H₅CH₂CCl(CH₃)₂ (a chloroalkane with a benzyl group).

### Conclusion
Based on the deductions:
- A is likely to be C₆H₅CH₂CCl(CH₃)₂.
- B is the corresponding alkene formed from A.
- C is benzaldehyde, and D is acetone.

Thus, the answer to the question is that compound A is **C₆H₅CH₂CCl(CH₃)₂**.