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Which of the following reactions will not resultin the formation of carbon-carbon bonds?
- a)Reimer-Tieman reaction [2010]
- b)Cannizaro reaction
- c)Wurtz reaction
- d)Friedel-Crafts acylation
Correct answer is option 'B'. Can you explain this answer?
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Which of the following reactions will not resultin the formation of ca...
Note that new C–C bond is formed is a, c and d.
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Which of the following reactions will not resultin the formation of ca...
Explanation of Carbon-Carbon Bond Formation
When examining the reactions listed, it’s essential to identify which ones lead to the creation of carbon-carbon bonds.
Reimer-Tieman Reaction
- This reaction involves the ortho-formylation of phenols using chloroform and a strong base.
- It results in the formation of a new carbon-carbon bond in the product.
Cannizzaro Reaction
- In this reaction, aldehydes that lack alpha-hydrogens undergo disproportionation in the presence of a strong base.
- One molecule of the aldehyde is oxidized to a carboxylic acid, while another is reduced to an alcohol.
- Key Point: No new carbon-carbon bonds are formed; the carbon skeleton remains unchanged.
Wurtz Reaction
- This reaction involves the coupling of alkyl halides in the presence of sodium metal, leading to the formation of alkanes.
- New carbon-carbon bonds are indeed formed, making this reaction a key method for building larger hydrocarbons.
Friedel-Crafts Acylation
- This reaction introduces an acyl group into an aromatic ring using an acyl chloride and a Lewis acid.
- Although it results in a new carbon atom being added to the aromatic system, it does not create a new carbon-carbon bond between two distinct carbon chains.
Conclusion
- The Cannizzaro reaction is unique among the options as it does not facilitate the formation of new carbon-carbon bonds. Instead, it rearranges existing carbon atoms without any coupling or elongation of the carbon chain.
When examining the reactions listed, it’s essential to identify which ones lead to the creation of carbon-carbon bonds.
Reimer-Tieman Reaction
- This reaction involves the ortho-formylation of phenols using chloroform and a strong base.
- It results in the formation of a new carbon-carbon bond in the product.
Cannizzaro Reaction
- In this reaction, aldehydes that lack alpha-hydrogens undergo disproportionation in the presence of a strong base.
- One molecule of the aldehyde is oxidized to a carboxylic acid, while another is reduced to an alcohol.
- Key Point: No new carbon-carbon bonds are formed; the carbon skeleton remains unchanged.
Wurtz Reaction
- This reaction involves the coupling of alkyl halides in the presence of sodium metal, leading to the formation of alkanes.
- New carbon-carbon bonds are indeed formed, making this reaction a key method for building larger hydrocarbons.
Friedel-Crafts Acylation
- This reaction introduces an acyl group into an aromatic ring using an acyl chloride and a Lewis acid.
- Although it results in a new carbon atom being added to the aromatic system, it does not create a new carbon-carbon bond between two distinct carbon chains.
Conclusion
- The Cannizzaro reaction is unique among the options as it does not facilitate the formation of new carbon-carbon bonds. Instead, it rearranges existing carbon atoms without any coupling or elongation of the carbon chain.
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