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Which alkene on ozonolysis gives CH(3)CH...

Which alkene on ozonolysis gives `CH_(3)CH_(2)CHO` and `CH_(3)underset(O)underset(||)(C )CH_(3)` ?

A

B

`CH_3CH_2CH=CHCH_2CH_3`

C

`CH_3CH_2CH_2=CHCH_3`

D

`CH_3-undersetunderset(CH_3)|C=CHCH_3`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem of identifying the alkene that gives the products CH₃CH₂CHO (which is butanal) and CH₃C(=O)CH₃ (which is acetone) upon ozonolysis, we can follow these steps: ### Step 1: Understand the Products The products of ozonolysis are: - CH₃CH₂CHO (butanal) - CH₃C(=O)CH₃ (acetone) ### Step 2: Analyze the Structure of the Products 1. **Butanal (CH₃CH₂CHO)** indicates that there is a terminal carbonyl group (aldehyde) at the end of a four-carbon chain. 2. **Acetone (CH₃C(=O)CH₃)** indicates a ketone with a three-carbon chain where the carbonyl group is between two methyl groups. ### Step 3: Determine the Alkene Structure To find the alkene that can produce these two products upon ozonolysis, we need to think about how ozonolysis works: - Ozonolysis cleaves the double bond of an alkene and forms carbonyl compounds. ### Step 4: Construct the Alkene To yield both products, we can consider the following alkene: - The alkene must have a double bond between a carbon that can lead to butanal and a carbon that can lead to acetone. One possible alkene that fits this description is **2-pentene** (CH₃CH=CHCH₂CH₃). ### Step 5: Ozonolysis of 2-Pentene When 2-pentene undergoes ozonolysis: - The double bond between the second and third carbon atoms breaks. - The resulting fragments are: - From the left side: CH₃CH₂CHO (butanal) - From the right side: CH₃C(=O)CH₃ (acetone) ### Conclusion Thus, the alkene that gives CH₃CH₂CHO and CH₃C(=O)CH₃ upon ozonolysis is **2-pentene**. ---
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