3-Pentanol on reaction with aluminium tertiary butoxide in the presence of acetone gives

Options

A. 3-pentanal
B. 2-pentanal
C. 3-pentanone
D. 2-pentanone

Answer

To solve the problem of what 3-pentanol reacts with aluminum tertiary butoxide in the presence of acetone to form, we will go through the reaction step by step.

### Step-by-Step Solution:

1. **Identify the Reactants**:
- The first reactant is **3-pentanol**, which has the structure:
\[ CH_3-CH_2-CH(OH)-CH_2-CH_3 \]
- The second reactant is **aluminum tertiary butoxide**, represented as \( Al(TBuO)_3 \), where TBuO stands for tert-butoxide.

2. **Understanding the Reaction Mechanism**:
- The hydroxyl group (-OH) of 3-pentanol can coordinate with the aluminum atom of aluminum tertiary butoxide. The oxygen atom of the hydroxyl group donates its lone pair to the aluminum, forming a complex and releasing a tert-butoxide ion.

3. **Formation of Alkoxide Intermediate**:
- After coordination, we have an alkoxide intermediate:
\[ CH_3-CH_2-CH(O^+)-CH_2-CH_3 \quad (with \, Al(TBuO)_2^+) \]

4. **Hydride Transfer**:
- The alkoxide can undergo a hydride transfer where a hydrogen atom from the carbon adjacent to the oxygen is transferred to the aluminum, forming a double bond between the carbon and oxygen, resulting in the formation of a carbonyl group (C=O).
- This results in the formation of **3-pentanone**:
\[ CH_3-CH_2-C(=O)-CH_2-CH_3 \]

5. **Role of Acetone**:
- Acetone (CH₃C(=O)CH₃) present in the reaction can further stabilize the reaction environment, but the primary product formed from the reaction of 3-pentanol with aluminum tertiary butoxide is 3-pentanone.

6. **Final Product**:
- The final product of the reaction is **3-pentanone**.

### Summary:
The reaction of 3-pentanol with aluminum tertiary butoxide in the presence of acetone yields **3-pentanone**.