Welcome to Chem Zipper.com......: AROMATIC COMPOUNDS

Search This Blog

Showing posts with label AROMATIC COMPOUNDS. Show all posts
Showing posts with label AROMATIC COMPOUNDS. Show all posts

Thursday, February 6, 2020

Is Benzcne same as 1,3,5-Cyclohexatriene ?


In 1,3,5-Cyclohexatriene, there are three >C=C< (double bond ) having bond length 134 pm and three C-C (single bond) having bond length 154 pm, whereas in benzene all the six C-C bonds have same bond length 139 pm. Due to that fact 1,3,5-Cyclohexatriene give addition reaction while benzene does not. Thus benzene is not same as  1, 3,5-cyclohexatriene.   

More related Questions:


Nitrobenzene and not benzene, is used as a solvent for Fricdel Craft alkylation of bromobenzene. Why ?

Bromo substituted benzene is preferentially more reactive than Nitro substituted benzene hence it would preferentially undergo alkylation if il is used as a solvent.On the other hand, in nitrobenzene is so strongly deactivating that nitrobenzene does not undergo Friedel Craft reaction.

Tuesday, January 28, 2020

How does it account for benzene's extraordinary stability ? Give an orbiial picture of benzene ?



The ring is comprised of six sp2 hybridized carbon's each sigma bonded  to carbon’s and an H. (Fig-1) Each Carbon  also has a "p" AO with one electron :  the AO's project above and below the plane of the ring which is a nodal plane. Rather than form three localized alternating doubic bonds (cycIohexatriene). these "p" AO's overlap  laterally to form an extended π-system in which the electrons  are symmetrically delocalized over all six carbon's making the Carbon's equivalent . (Fig-2) Delocalization results in less electron repulsion, greater stabilizalion, and lower energy.