Concept:
Hyperconjugation is the delocalization of electrons from a C–H (or C–C) sigma bond adjacent to a carbocation center. The number of hyperconjugative structures depends directly on the number of beta-hydrogens available next to the positively charged carbon.
• Each beta-hydrogen contributes one hyperconjugative structure.
• In cyclic carbocations, the substituents attached to the carbocation determine how many beta-hydrogens are available.
• The stability of carbocations increases with the number of hyperconjugative structures.
Step 1: Analyze structure A.
The carbocation is adjacent to a CH3 group.
A methyl group has 3 hydrogens, all of which are beta-hydrogens.
Hence, A has 3 hyperconjugative structures.
Step 2: Analyze structure B.
The carbocation is adjacent to a CH2 group in the ring.
This group has only 2 hydrogens available for hyperconjugation.
Hence, B has 2 hyperconjugative structures.
Step 3: Analyze structure C.
The carbocation is adjacent to a CH3 group (similar to A).
Again, 3 beta-hydrogens are available.
Hence, C has 3 hyperconjugative structures.
Step 4: Analyze structure D.
The carbocation is adjacent to a CH3 group.
This provides 3 beta-hydrogens.
Hence, D has 3 hyperconjugative structures.
Step 5: Compare.
A, C, and D each have 3 hyperconjugative structures.
B has only 2 hyperconjugative structures.
Therefore, the cyclic cations having the same number of hyperconjugation are A, C, and D.