Question
Question: In benzene all \[C - C\] bond length between all carbon atoms are equal because of: A.Tautomerism ...
In benzene all C−C bond length between all carbon atoms are equal because of:
A.Tautomerism
B.Sp2 hybridisation
C.Isomerism
D.Resonance
Solution
Benzene is an organic molecule. It is a resonance hybrid of various canonical structures. Resonance is the delocalization of electrons. Electron delocalization can stabilize benzene.
Complete step by step answer:
Benzene is an organic molecule having the molecular formula C6H6 . The structure of benzene is given below.
All the carbon atoms are Sp2 hybridised. These Sp2 hybrid orbitals are arranged in a triangular planar fashion. One of the unhybridized p orbital will remain perpendicular to the above plane. Each C atom will use two of the Sp2 hybridized orbital and form 2 C−C sigma bonds by sp2−sp2 head-on overlap. The remaining Sp2 orbital is used to form a sigma bond by overlap with the 1s orbital of hydrogen. There will be 6 C−C sigma bonds that form the sides of the hexagon. All the C−C−C bond angles will be 120∘ .
According to the resonance concept, benzene is a resonance hybrid of the following structures.
The resonance explains the unusual stability of benzene. The resonance hybrid will have a lower energy than the contributing structures. The resonance energy of benzene is -150.5 kJ/mol.
The six mutually parallel unhybridized p orbitals will stand perpendicular to the hexagonal carbon ring and overlap sideways above and below the plane of the ring. Due to the delocalization of pi electrons all the carbon-carbon bonds of benzene have the same length.
Note: All the six carbon-carbon bonds in benzene have equal length. It is greater than carbon-carbon double bond length and lower than carbon-carbon single bond length. Carbon-carbon bond length in benzene is 1.39 angstrom. In contrast to alkenes benzene undergo substitution reactions rather than additional reactions. There are two resonance structures for benzene; these are kekule and dewar structures. Kekule structure has some limitations. It could not explain the remarkable stability of benzene towards strong oxidants like KMnO4 .