Aromaticity
For a planar cyclic molecule with a continuous ring of overlapping p orbitals, what number of delocalised pi electrons satisfies the Huckel criterion for aromaticity?
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
Which is aromatic?
Which is aromatic?
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...
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...
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...
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...
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 ...
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...
A saturated acyclic compound has the molecular formula C_5H_12; how many distinct structural isomers...
A saturated acyclic compound has the molecular formula C_5H_12; how many distinct structural isomers...
In keto-enol tautomerism, the interconversion between the two forms specifically involves the migrat...
In keto-enol tautomerism, the interconversion between the two forms specifically involves the migrat...
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...
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...
When a covalent bond breaks so that both shared electrons leave with one atom forming oppositely cha...
When a covalent bond breaks so that both shared electrons leave with one atom forming oppositely cha...
Browse all some basic principles of organic chemistry questions →
About This Question
- Subject
- chemistry
- Chapter
- some basic principles of organic chemistry
- Topic
- aromaticity
- Difficulty
- Medium
- Year
- 2025
Solution
Correct Answer:
6
Aromaticity requires a cyclic, planar, fully conjugated system whose delocalised pi electrons number 4n + 2, where n is a non-negative integer; this is the Huckel rule. Testing the choices, six electrons correspond to n = 1, since 4(1) + 2 = 6, exactly satisfying the rule, which is why benzene with its six pi electrons is the archetypal aromatic molecule. Four pi electrons fit 4n with n = 1 and represent an antiaromatic count, the opposite of aromatic stabilisation, so that option is wrong. Eight pi electrons also equal 4n with n = 2, again antiaromatic rather than aromatic. Five pi electrons is an odd number that fits neither the aromatic nor a closed-shell pattern and cannot satisfy 4n + 2. Hence six delocalised pi electrons is the correct aromatic count, matching the NCERT description of benzene-like stability. Aromatic systems show enhanced thermodynamic stability, reduced reactivity toward addition, and a preference for substitution reactions that preserve the closed pi shell. The same 4n + 2 test extends to charged rings and heterocycles once their pi electrons, including relevant lone pairs, are counted correctly. Plausibility check: substituting n = 1 into 4n + 2 directly yields six, the smallest aromatic number beyond the trivial case, confirming the answer.
This medium difficulty chemistry question is from the chapter some basic principles of organic chemistry, covering the topic of aromaticity. 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.