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why is naphthalene aromatic but [10]annulene is nonaromatic? it says somethign about cis and trans but i'm lost...
naphthalene
[10]annulene
naphthalene
Planar compounds
- Thread starter motivated dent
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why is naphthalene aromatic but [10]annulene is nonaromatic? it says somethign about cis and trans but i'm lost...
[10]annulene
You don't need to know it for the DAT. It is complicated. Something about bonds bending and what not. The second one is not planar because it conforms oddly to be stable.
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remember the requirements for aromaticity:
cyclic
planar
and Huckel's rue
annulene has 10 carbons, therefore, the strain on the ring forces the carbons pi orbitals to lie in different planes.
napthalene is basically 2 benzene rings which we known are definitely aromatic. it is cyclic, the pi orbitals of the carbons all lie in the same plane, it satisfies Huckels rule, and is fully conjugated.
cyclic
planar
and Huckel's rue
annulene has 10 carbons, therefore, the strain on the ring forces the carbons pi orbitals to lie in different planes.
napthalene is basically 2 benzene rings which we known are definitely aromatic. it is cyclic, the pi orbitals of the carbons all lie in the same plane, it satisfies Huckels rule, and is fully conjugated.
