Page 1 of 1

Molecular Shape 4.91

Posted: Wed Nov 14, 2018 11:37 pm
by Semi Yoon
Why would the molecule Benzyne, C6H4 be highly reactive?

Re: Molecular Shape 4.91

Posted: Thu Nov 15, 2018 12:04 am
by Matthew Choi 2H
Not quite sure either, but I found this explanation online and it somewhat helps:

"Benzyne is an neutral reactive intermediate that can be formed by removing two ortho substituents from a benzene ring leaving the p-orbitals with free electrons. Benzyne is an extremely reactive species because of the presence of triple bonds. Triple bonds in alkynes usually result in a linear geometry to facilitate orbital overlap. In benzyne, however, the p-orbitals are distorted to accommodate the triple bond within the ring system, reducing their effective overlap. This lack of overlap results in the high reactivity of benzynes."

So basically, the two carbons on either side of the triple bond want to have a liner molecular geometry but are unable to because it is forced to have a ring-shape. This causes tension in the ring allowing benzyne to easily react with other things.