- **Aromatic Species Formation**
The compound that can produce aromatic species after deprotonization is benzene. Benzene is a cyclic compound with alternating single and double bonds, which satisfies Hückel's rule (4n+2 π electrons) for aromaticity. When a proton is removed from benzene, the resulting conjugate base, the benzyl anion, can delocalize the negative charge around the ring, leading to the stabilization of the system. This delocalization of electrons creates a stable aromatic species.
- **Explanation**
Benzene is a planar molecule with six π electrons in its ring system. These π electrons are delocalized over the entire ring, making benzene highly stable and aromatic. When a proton is removed from benzene, the resulting benzyl anion still maintains the planarity of the ring, allowing the π electrons to delocalize effectively and form a stable aromatic species.
Aromatic compounds are characterized by their enhanced stability due to the delocalization of π electrons. This stability arises from the resonance energy associated with the delocalization, making aromatic compounds less reactive compared to non-aromatic compounds. Benzene, being an aromatic compound, exhibits these characteristics upon deprotonization, leading to the formation of an aromatic species.