An organic compound of molecular formula `C_4H_10O` does not react with sodium. With excess of HI, it gives only one type of alkyl halide. The compound is

Options

A. `C_2H_5 IOC_2 H_5 `
B. `CH_3underset(OCH_3)underset(|)CHCH_3`
C. `CH_3CH_2CH_2OCH_2`
D. `CH_3CH_2CH_2OH`

Answer

To solve the question, we need to identify the organic compound with the molecular formula C4H10O that does not react with sodium and gives only one type of alkyl halide when reacted with excess HI.

### Step-by-Step Solution:

1. **Identify the Molecular Formula**:
The compound has the molecular formula C4H10O. This indicates that it could be an alcohol, ether, or possibly a phenol. However, since it does not react with sodium, it suggests that the compound is likely an ether, as alcohols typically do react with sodium.

**Hint**: Consider the reactivity of different functional groups with sodium.

2. **Consider Possible Structures**:
For C4H10O, the possible ether structures could be:
- Ethyl ether: C2H5-O-C2H5 (Diethyl ether)
- Butyl methyl ether: C3H7-O-CH3 (Butyl methyl ether)
- Other combinations of butyl and ethyl groups.

**Hint**: Draw the structural formulas of possible ethers to visualize their composition.

3. **Reaction with HI**:
The question states that with excess HI, the compound gives only one type of alkyl halide.
- For diethyl ether (C2H5-O-C2H5), when reacted with HI, it will produce:
- C2H5I (from one ethyl group) and C2H5OH (ethanol).
- For butyl methyl ether (C3H7-O-CH3), it would produce:
- CH3I (from the methyl group) and C3H7I (from the butyl group).

**Hint**: Analyze the products formed from the reaction with HI for each ether.

4. **Determine the Type of Alkyl Halide Produced**:
- Diethyl ether produces two molecules of C2H5I, which are the same type of alkyl halide.
- Butyl methyl ether produces two different alkyl halides: CH3I and C3H7I.

**Hint**: Focus on the requirement that only one type of alkyl halide should be produced.

5. **Conclusion**:
Since diethyl ether (C2H5-O-C2H5) produces only one type of alkyl halide (C2H5I), while butyl methyl ether produces two different types, the compound must be diethyl ether.

**Final Answer**: The compound is C2H5-O-C2H5 (Diethyl ether).