Analytical synthetic and other evidences in the derivation of structure of benzene
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Determination of molecular weight percentage component derived of molecular formula C6H6. If it is a linear compound, it can have one triple bond and two double bonds, if it is a ring compound, one ring with one triple and one double etc. Chemical properties indicate neither of the above possible as the above indicate highly unsaturated which benzene is not. Ozonolysis under strong condition gave glyoxalin CHO-CHO and no other products with -CH2 or CH2CHO or CH3– or CH3CO- etc. Indicating benzene has =CH-CH= i.e., three such that too in a ring which is possible if it is a six membered ring similar to the hypothetical cyclohexatriene. I R and U V spectra indicates that benzene has all the six C-C bond of almost equal length, the length being in between C=C and C-C, the molecule being planar, all the C, H atoms lie in a single plane. H NMR spectral indicates that all the H atoms appear highly deshelled. Chemical reactions indicator undergoes electrophilic substance more easily than addition reactions and more stable than that expected of compounds with double bonds. All these results along with theoretical studies indicate that benzene cannot be explained by a single structure but a hybrid of two Kekune and three Dewar structures.