Resonance
Which of the following species is most stabilized by resonance?
Select the correct option:
🔒 Solution Hidden from View
Submit your answer to unlock the detailed step-by-step solution.
More some basic principles of organic chemistry Practice Questions
The carbonate ion (CO₃²⁻) has three equivalent C–O bonds of length 129 pm, which is intermediate bet...
The carbonate ion (CO₃²⁻) has three equivalent C–O bonds of length 129 pm, which is intermediate bet...
Which of the following shows resonance?
Which of the following shows resonance?
The number of resonance structures for the carbonate ion (CO₃²⁻) is:
The number of resonance structures for the carbonate ion (CO₃²⁻) is:
For a planar cyclic molecule with a continuous ring of overlapping p orbitals, what number of deloca...
For a planar cyclic molecule with a continuous ring of overlapping p orbitals, what number of deloca...
Comparing ammonia with methylamine in the gas-free conceptual sense of electron availability, why is...
Comparing ammonia with methylamine in the gas-free conceptual sense of electron availability, why is...
The stability conferred by hyperconjugation depends on alpha hydrogens; how many hyperconjugative st...
The stability conferred by hyperconjugation depends on alpha hydrogens; how many hyperconjugative st...
When a hydrogen atom is abstracted from different positions of an alkane, which type of carbon free ...
When a hydrogen atom is abstracted from different positions of an alkane, which type of carbon free ...
Among carbanions adjacent to different groups, which carbanion is the most stable owing to the stron...
Among carbanions adjacent to different groups, which carbanion is the most stable owing to the stron...
A molecule of 2,3-dibromobutane contains two similarly substituted stereocentres; how many optically...
A molecule of 2,3-dibromobutane contains two similarly substituted stereocentres; how many optically...
Para-nitrophenol is a markedly stronger acid than phenol itself; which electronic interaction is mai...
Para-nitrophenol is a markedly stronger acid than phenol itself; which electronic interaction is mai...
Four carbocations, allyl, benzyl, tertiary butyl, and ethyl, are to be ranked; which order correctly...
Four carbocations, allyl, benzyl, tertiary butyl, and ethyl, are to be ranked; which order correctly...
The cyclopentadienyl anion shows unusual stability for a five-membered carbanion; which property bes...
The cyclopentadienyl anion shows unusual stability for a five-membered carbanion; which property bes...
Browse all some basic principles of organic chemistry questions →
About This Question
- Subject
- chemistry
- Chapter
- some basic principles of organic chemistry
- Topic
- resonance
- Difficulty
- Medium
- Year
- 2025
Solution
Correct Answer:
CH2=CH–CH2+(allylcarbocation)
Resonance stabilization requires an empty orbital, lone pair, or radical center conjugated with an adjacent π bond, allowing electron delocalization. The allyl carbocation (CH₂=CH–CH₂⁺) is resonance-stabilized by two equivalent contributing structures: CH₂=CH–CH₂⁺ ↔ ⁺CH₂–CH=CH₂. The positive charge is delocalized over both terminal carbons, significantly lowering the energy. The ethyl carbocation (CH₃CH₂⁺) has no adjacent π system for resonance. The ethyl carbanion has no adjacent π system. The n-propyl radical lacks conjugation with a pi bond. Hence, the allyl carbocation is most stabilized by resonance.
This medium difficulty chemistry question is from the chapter some basic principles of organic chemistry, covering the topic of resonance. It appeared in the 2025 exam.
Looking for more practice? Explore all chemistry questions or browse some basic principles of organic chemistry questions on RankGuru.