Which of the following organic compounds unable to give precipitation after reaction with silver nitrate `(AgNO_3)` ?

Options

A.
B. `(CH_3)_(3)C Cl`
C. `CH_3CH = CH- Cl`
D. `CH_2=CH-CH_2-Cl`

Answer

To determine which organic compound is unable to give precipitation after reacting with silver nitrate (AgNO3), we need to analyze the stability of the compounds and the presence of conjugation that may affect the reactivity of the chlorine atom.

### Step-by-Step Solution:

1. **Understanding the Reaction**:
- Silver nitrate reacts with organic compounds containing halogens (like chlorine) to form a precipitate. This occurs when the halogen can be removed easily, forming a stable carbocation or another stable product.

2. **Analyzing the Compounds**:
- We will consider the stability of the carbocation formed after the removal of chlorine and the presence of conjugation in each compound.

3. **Compound 1: Benzyl Chloride (C6H5CH2Cl)**:
- Structure: Benzene ring attached to CH2 and Cl.
- Analysis: The chlorine can be removed easily as there is no conjugation affecting its stability. This compound will give a precipitate.

4. **Compound 2: Tert-Butyl Chloride (C(CH3)3Cl)**:
- Structure: A carbon atom attached to three CH3 groups and one Cl.
- Analysis: The removal of chlorine leads to the formation of a tertiary carbocation, which is very stable. This compound will also give a precipitate.

5. **Compound 3: Allyl Chloride (CH2=CH-CH2Cl)**:
- Structure: A double bond adjacent to the chlorine.
- Analysis: Here, the chlorine is involved in conjugation with the double bond. The presence of conjugation provides extra stability, making it difficult to remove the chlorine. Therefore, this compound will not give a precipitate.

6. **Compound 4: Propene (CH2=CH-CH2)**:
- Structure: A simple alkene with no halogen.
- Analysis: Since there is no chlorine to react with silver nitrate, this compound cannot give a precipitate.

### Conclusion:
The organic compound that is unable to give precipitation after reaction with silver nitrate is **Allyl Chloride (CH2=CH-CH2Cl)** due to the presence of conjugation which stabilizes the compound and prevents the removal of chlorine.

### Final Answer:
**Allyl Chloride (CH2=CH-CH2Cl)** is the compound that does not give precipitation with AgNO3.

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