Which of the following compounds will give same major product on acid catalysed hydration ?

Options

A. `Ph-undersetunderset(CH_3)(|)oversetoverset(CH_3)(|)C-CH=CH_2`
B. `Ph-oversetoverset(CH_3)(|)CH-undersetunderset(CH_3)(|)C=CH_2`
C.
D.

Answer

To determine which of the given compounds will yield the same major product upon acid-catalyzed hydration, we will analyze each compound step by step.

### Step 1: Identify the Compounds
Let’s denote the compounds as follows:
- Compound A: \( \text{pH} - C(CH_3)_2 - CH = CH_2 \)
- Compound B: \( \text{pH} - CH - C(CH_3)_2 - CH_2 \)
- Compound C: \( CH_3 - \text{pH} - CH = CH_2 \)
- Compound D: \( CH_3 - CH = C(CH_3) - \text{pH} \)

### Step 2: Analyze Compound A
1. **Formation of Carbocation**:
- Upon protonation, the double bond in Compound A will form a carbocation at the more substituted carbon due to Markovnikov's rule.
- The carbocation formed is \( \text{pH} - C(CH_3)_2 - CH^+ \).

2. **Rearrangement**:
- A methyl shift occurs, leading to a more stable carbocation.
- The final product after hydration will be \( \text{pH} - C(CH_3)_2 - CH_2OH \).

### Step 3: Analyze Compound B
1. **Formation of Carbocation**:
- Similar to Compound A, the double bond in Compound B will also form a carbocation at the more substituted carbon.
- The carbocation formed is \( \text{pH} - C(CH_3)_2 - CH^+ \).

2. **Rearrangement**:
- A hydride shift occurs, leading to a more stable carbocation.
- The final product after hydration will also be \( \text{pH} - C(CH_3)_2 - CH_2OH \).

### Step 4: Analyze Compound C
1. **Formation of Carbocation**:
- The double bond in Compound C will form a carbocation at the more substituted carbon.
- The carbocation formed is \( CH_3 - \text{pH} - CH^+ \).

2. **Rearrangement**:
- A shift occurs, leading to a more stable carbocation.
- The final product after hydration will be \( \text{pH} - C(CH_3)_2 - CH_2OH \).

### Step 5: Analyze Compound D
1. **Formation of Carbocation**:
- The double bond in Compound D will form a carbocation at the less substituted carbon.
- The carbocation formed is \( CH_3 - CH^+ - C(CH_3) - \text{pH} \).

2. **Rearrangement**:
- A different rearrangement occurs, leading to a different product.
- The final product after hydration will be different from those of A, B, and C.

### Conclusion
- **Same Major Products**: Compounds A, B, and C yield the same major product, which is \( \text{pH} - C(CH_3)_2 - CH_2OH \).
- **Different Product**: Compound D yields a different product.

### Final Answer
Compounds A, B, and C will give the same major product upon acid-catalyzed hydration.