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The product of following reaction isCH3 – CH = CH – CH2 – CHO i) LiAlH4+ii) H O3→

Question

The product of following reaction is

CH3 – CH = CH – CH2 – CHO

i) LiAlH4
ii) H O3
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Solution

To analyze the given reaction, we will break it down into manageable parts and apply relevant concepts.

1. Break Down the Problem

We have a starting material that undergoes two transformation steps:

  1. Reduction with Lithium Aluminum Hydride (LiAlH₄).
  2. Ozonolysis with Ozone (O₃).

2. Relevant Concepts

  • Reduction with LiAlH₄: LiAlH₄ is a strong reducing agent that will reduce aldehydes, ketones, esters, and other carbonyl functionalities to their respective alcohols.
  • Ozonolysis: This reaction involves the cleavage of double bonds in alkenes, forming carbonyl-containing products (aldehydes or ketones) upon oxidative workup.

3. Analysis and Detail

Let's analyze the steps:

Step 1: Reduction with LiAlH₄

  • The starting compound has a terminal aldehyde (CHO) at the end of the carbon chain (a 5-carbon chain).
  • When LiAlH₄ is applied, the aldehyde (−CHO) will be reduced to a primary alcohol (−CH₂OH).

Step 2: Ozonolysis

  • The reduced product from Step 1 becomes an alcohol: CH₃-CH=CH-CH₂-CH₂OH.
  • Under ozonolysis, the double bond in this alcohol portion will cleave, generating two aldehyde functional groups.

Reaction Summary

Starting from the terminal aldehyde:

  1. Reduced by LiAlH₄: CH3CH=CHCH2CHOLiAlH4CH3CH=CHCH2CH2OH \text{CH}_3-\text{CH}=\text{CH}-\text{CH}_2-\text{CHO} \xrightarrow{\text{LiAlH}_4} \text{CH}_3-\text{CH}=\text{CH}-\text{CH}_2-\text{CH}_2\text{OH}
  2. Cleavage with O₃: CH3CH=CHCH2CH2OHO3Products: Aldehyde Forms and alcohol. \text{CH}_3-\text{CH}=\text{CH}-\text{CH}_2-\text{CH}_2\text{OH} \xrightarrow{\text{O}_3} \text{Products: Aldehyde Forms and alcohol.}

4. Verify and Summarize

We would summarize the final product of the ozonolysis reaction. The ozonolysis yields are generally two carbonyl compounds: in this case, depending on further reaction workup, it might specifically yield aldehydes.

Final Answer

The product after the reduction with LiAlH₄ and subsequent ozonolysis of CH₃-CH=CH-CH₂-CHO is primarily composed of aldehyde(s) and potentially a ketone, stemming from fragmentation of the double bond present in the original structure.

This problem has been solved

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