[poorstudent83]

I have a para-substituted (tert-butyl) phenol ring. This means further derivatisation is only going to happen at the ortho position. I understand that the resonance structures do not include instances of the negative charge on the meta positions but why can't the phenolic ring be di-derivatised at the para position. Is it because of the bulky tert-butyl group or the fact that the meta cation is more stable?

[azmanam]

http://www.urbandictionary.com/define.php?term=Texas%20Carbon

[poorstudent83]