The compounds that will give an isomer of 2, 2-dimethyl propane on catalytic hydrogenation are
(1)`CH_3CH=undersetunderset(CH_3)|C-CH_3`
(2)`CH_3CH=CHCH_3`
(3)`CH_3CH=CHCH_3`
(4)`CH_3undersetunderset(CH_3)|C=undersetunderset(CH_3)|C-CH_3`

Options

A. 1 and 4
B. 2 and 4
C. 1 and 3
D. 1 and 2

Answer

To determine which compounds will give an isomer of 2,2-dimethylpropane upon catalytic hydrogenation, we need to analyze each compound provided in the question.

### Step-by-Step Solution:

1. **Identify the Compounds**: The compounds given are:
- (1) \( CH_3CH=C(CH_3)CH_3 \)
- (2) \( CH_3CH=CHCH_3 \)
- (3) \( CH_3CH=CHCH_3 \) (same as compound 2)
- (4) \( CH_3C(CH_3)=C(CH_3)CH_3 \)

2. **Understand Catalytic Hydrogenation**: Catalytic hydrogenation involves the addition of hydrogen (H₂) across double bonds in the presence of a catalyst (like Pt). This process will convert alkenes into alkanes.

3. **Analyze Each Compound**:
- **Compound 1**:
- Structure: \( CH_3CH=C(CH_3)CH_3 \)
- Upon hydrogenation, the double bond will break, forming a tertiary carbocation, which can rearrange to yield 2,2-dimethylpropane.
- Result: **Gives 2,2-dimethylpropane**.

- **Compound 2**:
- Structure: \( CH_3CH=CHCH_3 \)
- Upon hydrogenation, this will yield a secondary carbocation and can rearrange to form 2-methylbutane, not 2,2-dimethylpropane.
- Result: **Does not give 2,2-dimethylpropane**.

- **Compound 3**:
- Structure: \( CH_3CH=CHCH_3 \) (same as compound 2)
- Same reasoning as compound 2 applies.
- Result: **Does not give 2,2-dimethylpropane**.

- **Compound 4**:
- Structure: \( CH_3C(CH_3)=C(CH_3)CH_3 \)
- Upon hydrogenation, this compound will also yield a tertiary carbocation, which can rearrange to yield 2,2-dimethylpropane.
- Result: **Gives 2,2-dimethylpropane**.

4. **Conclusion**: The compounds that will give an isomer of 2,2-dimethylpropane upon catalytic hydrogenation are:
- Compound 1: \( CH_3CH=C(CH_3)CH_3 \)
- Compound 4: \( CH_3C(CH_3)=C(CH_3)CH_3 \)

### Final Answer:
The correct options are **(1) and (4)**.