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Ozonolysis of an organic compound (A) pr...

Ozonolysis of an organic compound (A) produces acetone and acetaldehyde. Identify 'A' from the following compounds

A

`2-` Methyl `-1-` butene

B

`1-` Pentene

C

`2 -` Pentene

D

`2-` Methyl `-2-` butene

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AI Generated Solution

The correct Answer is:
To solve the problem of identifying the organic compound (A) that undergoes ozonolysis to produce acetone and acetaldehyde, we can follow these steps: ### Step-by-Step Solution: 1. **Understanding Ozonolysis**: Ozonolysis is a reaction where alkenes react with ozone (O3) to form carbonyl compounds (aldehydes and ketones). The products depend on the structure of the alkene. 2. **Identifying the Products**: The products given are acetone (CH3COCH3) and acetaldehyde (CH3CHO). Acetone is a ketone and acetaldehyde is an aldehyde. 3. **Analyzing the Carbon Count**: - Acetone has 3 carbons. - Acetaldehyde has 2 carbons. - Therefore, the total number of carbons from the products is 5. The compound (A) must also have 5 carbons. 4. **Considering Possible Structures**: We need to evaluate the possible structures of alkenes that can yield these products upon ozonolysis. The options provided include: - 2-methyl-1-butene - 1-pentene - 2-pentene - 2-methyl-2-butene 5. **Evaluating Each Compound**: - **2-methyl-1-butene**: - Structure: CH2=C(CH3)CH2CH3 - Ozonolysis would not yield both products; it would yield different aldehydes. - **1-pentene**: - Structure: CH2=CH(CH2)3CH3 - Ozonolysis would yield products that do not include acetone. - **2-pentene**: - Structure: CH3-CH=CH-CH3 - Ozonolysis would yield products that do not include acetone. - **2-methyl-2-butene**: - Structure: CH3-C(CH3)=C(CH3)-CH3 - Ozonolysis of this compound would yield acetone and acetaldehyde. 6. **Conclusion**: Based on the analysis, the correct compound (A) that produces acetone and acetaldehyde upon ozonolysis is **2-methyl-2-butene**. ### Final Answer: The organic compound (A) is **2-methyl-2-butene**.
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ALLEN-ALKENE, ALKANE & ALKYNE -EXERCISE-5(A)
  1. Reaction of one molecule of HBr with one molecule of 1,3-butadiene at ...

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  2. Acid catalyzed hydration of alkenes except ethene leads to the formati...

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  3. Elimination of bromine from 2-bromobutane results in the formation of ...

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  4. The alkene formed as a major product in the above elimination reaction...

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  5. Reaction of trans-2-phenyl-1-bromocyclopentane on reaction with alcoho...

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  6. Phenyl magnesium bromide reacts with methanol to give

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  7. Which of the following reactions will yield 2, 2-dibromopropane ?

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  8. In the following sequence of reactions, the alkene affords the compoun...

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  9. The hydrocarbon which can react with sodium in liquid ammonia is : 1....

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  10. The treatment of CH3MgX with CH3C-=C-H produces

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  11. The main product of the following reaction is : PhCH(2)CH(OH)CH(CH(...

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  12. One mole of a symmetrical alkene on ozonolysis gives two moles of an...

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  13. Ozonolysis of an organic compound gives formaldehyde as one of product...

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  14. Ozonolysis of an organic compound (A) produces acetone and acetaldehyd...

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  15. 2-Hexyne gives trans-2-hexene on treatment with :

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  16. In the given transformation, which of the following is the most approp...

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  17. In the reaction CH(3)COOH overset(LiAIH(4))rarr A overset(PCl(g))rar...

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  18. Which compound will yield 5-keto -2 methyl hexanal upon treatment with...

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  19. The gas evolved on heating CH(3)MgBr in methanol is:

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  20. Bouveault Blanc reduction.

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