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Tony Stark
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Are ortho substituted benzene rings aromatic in nature as the planarity in such compounds breaks due to steric hindrance ?
Aromaticity is a chemical property of certain molecules that are highly stable and exhibit unique bonding characteristics due to the presence of a delocalized ring of electrons.
The aromaticity of ortho substituted benzene is determined by the presence of a fully conjugated ring of π electrons and the fulfillment of Hückel's rule, which states that the number of π electrons in the ring must equal 4n+2, where n is a non-negative integer.
Ortho substitution of benzene can either enhance or disrupt its aromaticity, depending on the substituent group. Electron-donating groups, such as -OH or -NH2, increase the electron density in the ring and therefore increase its stability and aromaticity. On the other hand, electron-withdrawing groups, such as -NO2 or -CN, decrease the electron density and can disrupt the aromaticity of benzene.
Ortho substitution can also affect the reactivity of benzene. Electron-donating groups increase the electron density, making the ring more nucleophilic and more prone to electrophilic attack. On the other hand, electron-withdrawing groups decrease the electron density, making the ring less nucleophilic and less reactive.
Yes, ortho substituted benzene can exhibit resonance structures due to the delocalization of the π electrons in the ring. This results in the stabilization of the molecule and contributes to its aromaticity.