Chemistry - GOC Question with Solution | TestHub

ChemistryGOCHyper conjugationMedium2 minQB
ChemistryMediumsingle choice

Rank the following according to stability (most stable to least stable).

(a) structure

(b) structure

(c) structure

Options:

Answer:
D
Solution:

All three are tertiary cyclopentyl cations stabilised by hyperconjugation. A C-H bond is a better σ donor than a C-D bond (C-D has the lower zero-point energy and is harder to break).

(b) has CH₃ : strongest hyperconjugation.

(a) has CD₃ : weaker.

(c) has CD₃ and one more D in the ring α-position : weakest.

Order : b > a > c.

Stream:JEESubject:ChemistryTopic:GOCSubtopic:Hyper conjugation
⏱ 2mℹ️ Source: QB

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