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An alkene obtained by the dehydration of...

An alkene obtained by the dehydration of an alcohol (A), on ozolysis gives two molecules of acetaldegyde for ever molecule of alkene. The alcohol (A) is

A

`CH_(3)CH_(2)CH_(2)OH`

B

`CH_(3)CH_(2)OH`

C

`CH_(3)CH=CHCH_(2)OH`

D

`CH_(3)CH_(2)underset(OH)underset(|)(CHCH_(3)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to identify the alcohol (A) that, upon dehydration, forms an alkene which, when subjected to ozonolysis, yields two molecules of acetaldehyde (CH3CHO). Let's break down the steps: ### Step 1: Understand the Reaction The problem states that an alcohol (A) undergoes dehydration to form an alkene. Dehydration of alcohol typically involves the removal of a water molecule (H2O) to form a double bond. **Hint:** Remember that dehydration reactions often lead to the formation of alkenes. ### Step 2: Identify the Product of Ozonolysis The ozonolysis of the alkene produces two molecules of acetaldehyde (CH3CHO). This indicates that the alkene must have a structure that, when cleaved, results in two identical aldehyde products. **Hint:** Ozonolysis cleaves the double bond and adds oxygen to form carbonyl groups. ### Step 3: Determine the Structure of the Alkene Since ozonolysis produces two acetaldehyde molecules, the alkene must have the structure that can yield two CH3CHO upon cleavage. The structure of acetaldehyde suggests that the alkene must have a symmetrical structure that can generate two identical fragments. **Hint:** Consider symmetrical alkenes that can lead to the same aldehyde upon ozonolysis. ### Step 4: Propose a Possible Alkene Structure The simplest symmetrical alkene that can yield two acetaldehyde molecules upon ozonolysis is 2-butene (CH3-CH=CH-CH3). When ozonolysis occurs, it will break the double bond and yield two acetaldehyde molecules. **Hint:** Think about the simplest symmetrical alkenes that can be formed from alcohols. ### Step 5: Identify the Corresponding Alcohol To form 2-butene through dehydration, the corresponding alcohol must be 2-butanol (CH3-CH(OH)-CH2-CH3). The dehydration of 2-butanol will lead to the formation of 2-butene. **Hint:** The alcohol must have a hydroxyl group on the second carbon to allow for dehydration to the symmetrical alkene. ### Step 6: Conclusion Thus, the alcohol (A) that leads to the formation of the alkene which gives two molecules of acetaldehyde upon ozonolysis is **2-butanol**. ### Final Answer The alcohol (A) is **2-butanol**. ---
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