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An unsaturated hydrocarbon was treated w...

An unsaturated hydrocarbon was treated with ozone and resulting ozonide on hydrolysis gives 2-pentanone and acetaldehyde. What is the structure of alkene?

A

`C_(3)H_(7)-CH=CH-CH_(3)`

B

C

D

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To determine the structure of the unsaturated hydrocarbon (alkene) that, upon ozonolysis, yields 2-pentanone and acetaldehyde, we can follow these steps: ### Step 1: Understand the Products The products of ozonolysis are given as 2-pentanone and acetaldehyde. - 2-pentanone has the structure: \[ CH_3-CO-CH_2-CH_2-CH_3 \] - Acetaldehyde has the structure: \[ CH_3-CHO \] ### Step 2: Analyze the Ozonolysis Reaction In ozonolysis, the alkene reacts with ozone to form an ozonide, which upon hydrolysis breaks down into carbonyl compounds (aldehydes or ketones). The reaction can be summarized as: \[ \text{Alkene} + O_3 \rightarrow \text{Ozonide} \rightarrow \text{Aldehydes/Ketones} \] ### Step 3: Determine the Alkene Structure To find the alkene that produces these specific carbonyl compounds, we can deduce the structure based on the products: - The carbon skeleton of 2-pentanone suggests that one of the carbonyl groups comes from a ketone formed by breaking the double bond in the alkene. - The presence of acetaldehyde suggests that the other carbonyl group comes from an aldehyde. ### Step 4: Construct Possible Alkene Structures Given that we need an alkene that can yield both products: - The carbon chain must be long enough to accommodate both products. - The double bond must be positioned such that upon ozonolysis, it can yield both 2-pentanone and acetaldehyde. Let’s consider the alkene 3-hexene: \[ CH_3-CH_2-CH=CH-CH_2-CH_3 \] ### Step 5: Perform Ozonolysis on 3-Hexene When 3-hexene undergoes ozonolysis, the double bond breaks and forms: - One part leads to 2-pentanone: \[ CH_3-CO-CH_2-CH_2-CH_3 \] - The other part leads to acetaldehyde: \[ CH_3-CHO \] ### Conclusion Thus, the structure of the unsaturated hydrocarbon (alkene) is **3-hexene**.

To determine the structure of the unsaturated hydrocarbon (alkene) that, upon ozonolysis, yields 2-pentanone and acetaldehyde, we can follow these steps: ### Step 1: Understand the Products The products of ozonolysis are given as 2-pentanone and acetaldehyde. - 2-pentanone has the structure: \[ CH_3-CO-CH_2-CH_2-CH_3 \] ...
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NCERT FINGERTIPS ENGLISH-HYDROCARBONS -Assertion And Reason
  1. An unsaturated hydrocarbon was treated with ozone and resulting ozonid...

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  2. Assertion: 2,2-Dimethylbutane does not have any tertiary carbon atom. ...

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  3. Assertion: The reaction, C(2)H(5)Br +2Na+C(2)H(5)Br to C(4)H(10)+2NaBr...

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  4. Assertion: Wurtz reaction is not preferred for the preparation of alka...

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  5. Assertion: Sodium salt of butanoic acid on heating with soda lime give...

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  6. Assertion: Boiling point of pentane is higher than 2,2-dimethylpropane...

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  7. Assertion: Iodination of alkanes is carried out in the presence of oxi...

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  8. Assertion: Staggered conformation of ethane is most stable while eclip...

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  9. Assertion: cis-form of alkene is found to be more polar than the trans...

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  10. Assertion: Alkenes are easily attacked by electrophilic reagents. Re...

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  11. Assertion: Addition of HBr to propene yields 2-bromopropane but in pre...

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  12. Assertion: Decolourisation of KMnO(4) solution is used as a test for u...

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  13. Assertion: Ethyne reacts with sodium metal and sodamide to form sodium...

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  14. Assertion: Cyclopentadienyl anion is aromatic in nature. Reason: Cyc...

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  15. Assertion: The second substituent may enter the mono-substituted benze...

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  16. Assertion: In case of aryl halides, halogens are moderately deactivati...

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