Which of the following does not give nucleophilic substitution with alcohol :

Options

A. `CH_(3)COCl`
B. Acetic anhydride
C. Ether
D. None

Answer

To solve the question "Which of the following does not give nucleophilic substitution with alcohol?", we need to analyze the behavior of different compounds when reacted with alcohols.

### Step-by-Step Solution:

1. **Understanding Nucleophilic Substitution**:
- Nucleophilic substitution occurs when a nucleophile (in this case, alcohol, R-OH) attacks an electrophile (a positively charged or partially positively charged carbon) and replaces a leaving group.

2. **Identifying the Compounds**:
- We need to evaluate the options provided (let's assume they are A, B, C, and D, with C being ether based on the transcript).

3. **Analyzing Option A**:
- Assume Option A is a carbonyl compound (like an acyl chloride). The carbon in the carbonyl is electrophilic due to the presence of electronegative atoms (like Cl or O).
- The alcohol can attack this carbon, leading to a nucleophilic substitution reaction. Therefore, Option A does undergo nucleophilic substitution.

4. **Analyzing Option B**:
- Assume Option B is acetic anhydride. The carbonyl carbon here is also electrophilic.
- The alcohol can attack this carbon, and the reaction proceeds with the formation of an acetate ion as a leaving group. Thus, Option B also undergoes nucleophilic substitution.

5. **Analyzing Option C (Ether)**:
- Ethers (R-O-R') do not have a sufficiently electrophilic carbon. The oxygen atom in ethers has lone pairs, and there is no positive charge on the carbon atoms.
- When alcohol (R-OH) reacts with ether, there is no electrophilic carbon for the alcohol to attack, and thus no nucleophilic substitution occurs. Therefore, Option C does not undergo nucleophilic substitution.

6. **Analyzing Option D**:
- Assume Option D is another electrophilic compound (like an alkyl halide). The carbon in alkyl halides is also electrophilic due to the presence of a halogen.
- The alcohol can attack this carbon, leading to nucleophilic substitution. Therefore, Option D does undergo nucleophilic substitution.

7. **Conclusion**:
- After analyzing all options, we conclude that the compound that does not give nucleophilic substitution with alcohol is **Option C (Ether)**.

### Final Answer:
**Option C (Ether)** does not give nucleophilic substitution with alcohol.