Compound X `(C_(5)H_(10)O)` is a chiral alcohol. It is catalytically hydrogenated to an achiral alcohol Y `(C_(5)H_(12)O)` and oxidized by activated `MnO_(2)` to an achiral carbonyl compound `Z (C_(5)H_(8)O)`. Compound X is

Options

A. 1-penten-3-ol
B. 1-penten-2-ol
C. 3-methyl-2-buten-1-ol
D. 2-methyl-2-butene-1-ol

Answer

To identify compound X `(C5H10O)`, which is a chiral alcohol, we can follow a systematic approach based on the transformations described in the question. Here’s a step-by-step solution:

### Step 1: Understand the transformations
- **Compound X** is a chiral alcohol with the formula `C5H10O`.
- It is hydrogenated to form **Compound Y**, which is an achiral alcohol with the formula `C5H12O`.
- Compound Y is then oxidized to form **Compound Z**, which is an achiral carbonyl compound with the formula `C5H8O`.

### Step 2: Determine the structure of Compound Z
- Since Compound Z is `C5H8O`, it must contain a carbonyl group (C=O).
- The general formula for a carbonyl compound (aldehyde or ketone) is `C_nH_(2n)O`. For `C5`, it should have `H10`, but since it has `H8`, it indicates that there is a double bond (C=C) present.
- A possible structure for Z could be a pentene with a carbonyl group, such as 3-penten-2-one.

### Step 3: Identify Compound Y
- Compound Y is formed by the hydrogenation of Compound X. The addition of hydrogen (H2) to a double bond in Z would convert it to an alcohol.
- Since Y is `C5H12O`, it suggests that it is a saturated alcohol derived from Z.

### Step 4: Determine Compound X
- To find Compound X, we need to reverse the oxidation of Y to Z. The oxidation of an alcohol typically involves the removal of hydrogen.
- If we consider that Y is a saturated alcohol, we can deduce that Compound X must have a double bond that can be hydrogenated to form Y.
- A suitable candidate for Compound X could be 3-pentanol (which is chiral).

### Step 5: Verify with molecular formulas
- Check the molecular formulas:
- For X (C5H10O): 3-pentanol (C5H10O) is indeed chiral.
- For Y (C5H12O): The hydrogenation of 3-pentanol gives pentanol, which is achiral.
- For Z (C5H8O): The oxidation of pentanol would yield a carbonyl compound like 3-penten-2-one.

### Conclusion
Based on the above deductions, **Compound X is 3-pentanol**.

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