Which of the following reaction is possible ?

Options

A. `C_(6)H_(5)OH+HBrtoC_(6)H_(5)Br+H_(2)O`
B. `(CH_(3))_(3)C Cl+NaOCH_(3)to(CH_(3))_(3)COCH_(3)+NaCl`
C.
D.

Answer

To determine which of the given reactions is possible, we will analyze each option step by step.

### Step-by-Step Solution:

1. **Option A: Phenol reacting with HBr**
- Phenol (C6H5OH) is an alcohol that can react with HBr. However, the reaction involves the formation of a phenoxide ion (C6H5O⁻) when the hydrogen from the hydroxyl group is removed.
- The phenoxide ion is stabilized by resonance, making it less likely for HBr to attack and replace the hydroxyl group with a bromine atom.
- Therefore, this reaction does not take place.

2. **Option B: Tertiary carbon with Cl reacting with NaOCH3**
- In this case, we have a tertiary carbon attached to a chlorine atom (R3C-Cl) reacting with sodium methoxide (NaOCH3).
- The negative charge on the methoxide ion (OCH3⁻) would attempt to attack the tertiary carbon, leading to the formation of a carbocation.
- However, the stability of the tertiary carbocation does not favor the formation of the desired product, making this reaction not feasible.

3. **Option C: Alkene with OMe and Cl groups**
- Here, we have an alkene with a methoxy group (OMe) and a chlorine atom.
- The reaction does not involve a clear mechanism for the addition of Cl to the double bond, and thus, this reaction is also not feasible.

4. **Option D: Grignard reagent with a three-membered ring containing O**
- In this reaction, a Grignard reagent (C6H5MgBr) is added to a three-membered ring containing oxygen.
- The Grignard reagent is nucleophilic and will attack the electrophilic carbon in the ring, leading to the opening of the ring.
- After the ring opens, adding water will protonate the oxygen, resulting in the formation of an alcohol.
- This reaction is feasible and leads to the formation of the desired product.

### Conclusion:
- The only possible reaction among the options provided is **Option D**.