Which is more reactive naphthalene or anthracene?

The resonance energy of anthracene is less than that of naphthalene. Due to this , the reactivity of anthracene is more than naphthalene. As the number of fused aromatic rings increases, the resonance energy per ring decreases and the compounds become more reactive.

Why is anthracene more reactive?

I would think that it’s because pyrene has less resonance stabilization than benzene does (increasing its HOMO-LUMO gap by less), due to its sheer size causing its energy levels to be so close together. A smaller HOMO-LUMO gap means a more reactive system, despite it having resonance throughout.

Which carbon of anthracene are more reactive towards addition reaction?

Generally, central ring of anthracene is considered more reactive than the other two rings and α-complex at the C9-position of anthracene could be stabilized by two benzene rings which might prevent rearomatization [28] .

Why is phenanthrene more reactive than anthracene?

Phenanthrene is more stable than anthracene due to the larger stability of the π-system of the former, which is more aromatic. When two electrons are removed, i.e., dicationic systems are analyzed, the reverse trend is obtained, so the linear isomer is more stable than the kinked one.

Which position of the naphthalene is more likely to be attacked?

The alpha position is more prone to reaction position in naphthalene because the intermediate formed becomes more stable due to more diffusion of charges through the adjacent pie electrons.

Which is more reactive anthracene or naphthalene?

Additionally, when you react these fused aromatic rings, they always react to generate the most benzene rings possible. For example – anthracene will react at its center ring, which generates two isolated benzene rings in the product, rather than at the terminal ring (which generates a naphthalene ring system in the product).

How are benzene rings different from naphthalene rings?

Benzene has six pi electrons for its single aromatic ring. Naphthalene has two aromatic rings, but only 10 pi electrons (rather than the twelve electrons that it would prefer). This means that naphthalene has less aromatic stability than two isolated benzene rings would have.

What are the effects of exposure to naphthalene?

Naphthalene. Naphthalene is obtained from either coal tar or petroleum distillation and is primarily used to manufacture phthalic anhydride, but is also used in moth repellents. Exposure to naphthalene is associated with hemolytic anemia, damage to the liver and neurological system, cataracts and retinal hemorrhage.

Which is more complex, naphthalene or 2 substitution intermediate?

Only one resonance structure is possible for the 2-substitution intermediate that retains a benzenoid-bond arrangement for one of the rings. The reactions of the higher hydrocarbons with electrophilic reagents are more complex than of naphthalene.