This blog is a learning resource for undergraduate students studying organic chemistry. It consists of a database of actual questions and answers about organic chemistry collected by a chemistry professor teaching the subject.
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Monday, October 24, 2016
So far we learned about ortho and para positions but do compounds ever go to the meta position and if so when does that happen? (Electrophiles always enter the meta-position,, but preferably - when the existing group has no donating effects. - GS). Also can you go over why meta isn’t as favorable as ortho or para please, I’m still confused why it isn’t? (The sigma-complex has the positive charge distributed over the ortho- and para-positions, so it is stabilized better by ortho- and para- electron-donating substituents, which makes the ortho- and para-orientation preferred. Ortho- and para-substituents with no electron-donating effects are are having trouble withdrawing electrons from the positively-charged ortho- and para-positions, which makes ortho- and para-orientation unfavorable, so the meta-substitution is preferred. - GS).
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