which is more stable and why ? plz explain. (CD3)3C+ OR (CH3)3C+

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Grade Upto college levelOrganic Chemistry

which is more stable and why ? plz explain.

(CD₃)₃C⁺OR^{(CH₃)₃C⁺}

tandrila das

16 Years agoGrade Upto college level

1 Answer

Askiitians Expert Himanshu Geed - IIT Delhi

16 Years ago

Dear Tandrila,

Books like Morrison Boyd have shown that breaking a C-D bond is 7 times tougher than breaking a C-H bond. These are experimental results.

The stability of the carbocation depends on the hyperconjugation effect in both the compounds. Since, it's harder for (CD₃)₃C⁺ to show hyperconjugation than (CH₃)₃C⁺ . So the second compound will be more stable than the first one.

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