Question
Download Solution PDFWhen we heat the mixture of
CH3CHO and CD3CDO, we get
CH3CHO → CH4 + CO
CD3CDO → CD4 + CO
but radical mechanism indicates that we should obtain
Answer (Detailed Solution Below)
Detailed Solution
Download Solution PDFConcept:
- Thermal Decomposition of Aldehydes:- The process involves breaking the C-H bonds in the aldehyde molecule. - Involves radical intermediates leading to the formation of methane (or its isotoped variants) and carbon monoxide.
- Isotopic Labeling:- CD3CDO is an isotopically labeled compound where deuterium (D) replaces hydrogen (H). - The radicals involved in the mechanism determine the distribution of hydrogen and deuterium in the products.
Explanation:
When we heat the mixture of CH3CHO (acetaldehyde) and CD3CDO (fully deuterated acetaldehyde), the expected reactions based on a simple interpretation are:
CH3CHO → CH4 + CO
CD3CDO → CD4 + CO
However, considering a radical mechanism, where intermediates can mix and exchange hydrogens and deuteriums, we have:
- The radicals can recombine in various ways, leading to mixed isotopic products.
- For instance, H and CD3, or CH3 and D, can recombine leading to methane with mixed isotopes.
This suggests the formation of partially deuterated methanes such as CH3D.
Conclusion:
The correct answer is CH3D.
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