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Hückel's rule can also be applied to molecules containing other atoms such as nitrogen or oxygen. For example pyridine (C 5 H 5 N) has a ring structure similar to benzene, except that one -CH- group is replaced by a nitrogen atom with no hydrogen. There are still six π electrons and the pyridine molecule is also aromatic and known for its ...
In the halogenation of benzene, the sigma complex comprises the six carbon atoms of the benzene ring, each bonded to a hydrogen atom. An additional halogen atom is bonded to one of the carbon atoms, which is sp 3-hybridized, while the other carbons remain sp 2-hybridized.
There are three main ortho effects in substituted benzene compounds: Steric hindrance forces cause substitution of a chemical group in the ortho position of benzoic acids become stronger acids. Steric inhibition of protonation caused by substitution of anilines to become weaker bases, compared to substitution of isomers in the meta and para ...
Oppositely, withdrawing electron density is more favourable: (see the picture on the right). The -M effect of the nitroso group. As a result, the nitroso group is a deactivator. However, it has available to donate electron density to the benzene ring during the Wheland intermediate, making it still being an ortho / para director.
However when counting electrons, negative ions should have extra electrons placed in their Lewis structures; positive ions should have fewer electrons than an uncharged molecule. When the Lewis structure of an ion is written, the entire structure is placed in brackets, and the charge is written as a superscript on the upper right, outside the ...
In the simple aromatic ring of benzene, the delocalization of six π electrons over the C 6 ring is often graphically indicated by a circle. The fact that the six C-C bonds are equidistant is one indication that the electrons are delocalized; if the structure were to have isolated double bonds alternating with discrete single bonds, the bond would likewise have alternating longer and shorter ...
Cation–π interaction is a noncovalent molecular interaction between the face of an electron-rich π system (e.g. benzene, ethylene, acetylene) and an adjacent cation (e.g. Li +, Na +). This interaction is an example of noncovalent bonding between a monopole (cation) and a quadrupole (π system).
As it generally begins with nucleophilic attack by the aromatic group, the electron density of the ring is an important factor. Some aromatic compounds, such as pyrrole, are known to formylate regioselectively. [6] Formylation of benzene rings can be achieved via the Gattermann reaction and Gattermann-Koch reaction.