Chemistry > Hydrocarbons > 15.0 Modern Concept

  Hydrocarbons
    1.0 Introduction
    2.0 Alkanes
    3.0 Methods of Preparation Alkanes
    4.0 Physical Proparties
    5.0 Chemical Properties
    6.0 Alkenes
    7.0 Methods of Preparation Alkenes
    8.0 Physical Proparties
    9.0 Chemical Properties
    10.0 Mechanism Of Some Important Reaction Of Alkenes
    11.0 Alkynes
    12.0 Methods of Preparation Alkynes
    13.0 Physical Properties
    14.0 Chemical Properteis
    15.0 Modern Concept
    16.0 Properteis
    17.0 Mechanism of Electrophilic Substitution Reactions
    18.0 Toluene
    19.0 Alkenyl Benzene

15.1 Aromaticity in Benzene and Related Systems
After the structure of benzene was established, the term aromatic was adapted for such compounds which despite having ? bonds (unsaturation) resist addition and instead undergo substitution. The aromaticity in benzene is attributed to the six delocalized pi electrons in the coplanar carbon hexagon. When a bonding orbital is not restricted to two atoms but is spread over more than two atoms, e.g. six in benzene, such bonding orbitals are said to be delocalized. Delocalisation results in greater stability.
The modern theory of aromaticity was advanced by Eric Huckel 1931. Aromaticity is a function of electronic structure. Any polynuclear compound, heterocyclic rings or cyclic ions may be aromatic if these have a specific electronic structure. The important features of the theory are

1. Delocalization: Complete delocalization of $\pi $ electron cloud of the ring system is a necessary requirement for aromatic character.
2. Planarity: Complete delocalization of $\pi $-electron cloud is possible only if the ring is planar. This is the reason that benzene is aromatic but cyclooctatetraene is not, since the latter is not a planar molecule.



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