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Compounds P and R upon ozonolysis produc...

Compounds P and R upon ozonolysis produce Q and S, respectively. The molecular formula of Q and S is `C_(8)H_(8)O`. Q undergoes cannizzaro reactions but not haloform reaction. Whereas S undergoes haloform reactions but not cannizzaro reactions.
(i) P `overset((i) O_(3)//CH_(2)Cl_(2))underset((ii)Zn//H_(2)O)tounderset((C_(8)H_(8)O))(Q) " " (ii) R overset((i) O_(3)//CH_(2)Cl_(2))underset((ii) Zn//H_2O)tounderset((C_(8)H_(8)O))(S)`
The option (s) with suitable combination of P and R , respectively is (are)

A

B

C

D

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the information given about compounds P and R, and their ozonolysis products Q and S. Here’s a step-by-step breakdown of the solution: ### Step 1: Understand the Reactions - Ozonolysis is a reaction where ozone (O3) cleaves double bonds in alkenes to form carbonyl compounds (aldehydes or ketones). - The products Q and S have the same molecular formula, C8H8O. ### Step 2: Analyze the Properties of Q and S - Q undergoes Cannizzaro reaction but not haloform reaction: - Cannizzaro reaction occurs with aldehydes that do not have alpha-hydrogens. - This suggests that Q is likely a non-methyl aldehyde (since it can undergo Cannizzaro). - S undergoes haloform reaction but not Cannizzaro reaction: - The haloform reaction occurs with methyl ketones (ketones with a methyl group adjacent to the carbonyl). - This indicates that S is likely a methyl ketone. ### Step 3: Determine the Structure of P and R - Since Q is a non-methyl aldehyde, P must be an alkene that, upon ozonolysis, yields Q. - Since S is a methyl ketone, R must be an alkene that, upon ozonolysis, yields S. ### Step 4: Identify Possible Structures 1. **For Q**: A possible structure could be 4-octanal (an aldehyde with no alpha-hydrogens). 2. **For S**: A possible structure could be 2-heptanone (a methyl ketone). ### Step 5: Verify the Options - We need to check the options provided in the question to see which combinations of P and R lead to Q and S respectively. - Based on the characteristics of Q and S, we can conclude that: - P could be an alkene like 3-octene (which gives 4-octanal upon ozonolysis). - R could be an alkene like 2-heptene (which gives 2-heptanone upon ozonolysis). ### Conclusion The suitable combinations of P and R that lead to Q and S respectively are options C and D.
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