An alkene (A) ozonolysis gives a mixture of two carbonyl compounds. Mixture on Clemmensen reduction gives just one alkane (B). (B) is the lowest lakane which in pure form can not be prepared by standard Wurtz method. (A) is

Options

A. `MeCH=CHMe`
B. `MeCH_(2)CH=CM e_(2)`
C. `MeCH_(2)CH_(2)CH_(2)CH=CE t_(2)`
D. `Me CH_(2)CH_(2)CH=C(Me)Et`

Answer

To solve this problem step by step, we need to analyze the information given and apply our knowledge of organic chemistry, particularly ozonolysis and Clemmensen reduction.

### Step 1: Understanding Ozonolysis
Ozonolysis is a reaction where alkenes are cleaved by ozone to form carbonyl compounds (aldehydes or ketones). The general reaction can be summarized as follows:

\[ \text{Alkene} + \text{O}_3 \rightarrow \text{Carbonyl compounds} \]

### Step 2: Identifying the Alkene (A)
We need to find an alkene (A) that, upon ozonolysis, produces a mixture of two carbonyl compounds. The problem states that the mixture, when subjected to Clemmensen reduction, yields only one alkane (B).

### Step 3: Clemmensen Reduction
Clemmensen reduction involves the conversion of carbonyl compounds (aldehydes or ketones) into alkanes using zinc amalgam and hydrochloric acid (HCl). The general reaction can be summarized as follows:

\[ \text{Carbonyl compound} + \text{Zn/HCl} \rightarrow \text{Alkane} \]

### Step 4: Analyzing the Conditions for Alkane (B)
The problem specifies that alkane (B) is the lowest alkane that cannot be prepared by the standard Wurtz method. The lowest alkane is methane (CH₄), which cannot be formed from the Wurtz reaction because it requires at least two carbon atoms to form an alkane.

### Step 5: Finding the Correct Alkene (A)
Now, we need to find an alkene that, when ozonolyzed, gives carbonyl compounds that, upon Clemmensen reduction, yield methane (B).

1. **Testing Possible Alkenes**:
- Let's consider a few alkenes and their ozonolysis products.
- For example, if we take 2-butene (CH₃-CH=CH-CH₃), ozonolysis would yield two molecules of acetaldehyde (CH₃CHO), which upon Clemmensen reduction gives butane (C₄H₁₀), not methane.
- If we take 3-hexene (CH₃-CH₂-CH=CH-CH₂-CH₃), ozonolysis would yield butanal (CH₃CH₂CHO) and propan-2-one (acetone, CH₃C(=O)CH₃). Clemmensen reduction of these products yields propane (C₃H₈), not methane.

2. **Finding the Right Alkene**:
- The correct alkene is 2-methyl-2-butene (CH₃-C(CH₃)=CH-CH₃).
- Ozonolysis of this alkene would yield acetone (CH₃C(=O)CH₃) and butanal (CH₃CH₂CHO).
- Upon Clemmensen reduction, both of these yield only propane (C₃H₈), which is not methane.

### Conclusion
After analyzing various alkenes, we find that the alkene (A) that meets all the criteria is **2-methyl-2-butene**.

### Final Answer:
(A) is **2-methyl-2-butene**.

---