EAS question

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dentalwhiz

Full Member
5+ Year Member
why does toulene give more ortho product than anisole during nitration? My notes say amines and methoxy groups are strong activators, while alkyl groups are weak activators. any insight?
 
Last edited:
Anisole has a methoxy group with a strongly electronegative Oxygen, therefore contributing to the ortho directing group.
Toulene, on the other hand, has just a methyl group with Carbon being not as electronegative as Oxygen, contributing less to the ortho directing group.
 
1ysh said:
Anisole has a methoxy group with a strongly electronegative Oxygen, therefore contributing to the ortho directing group.
Toulene, on the other hand, has just a methyl group with Carbon being not as electronegative as Oxygen, contributing less to the ortho directing group.
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THANKS! Makes complete sense, I completely missed the ortho part and just was looking to see which is more activating.
 
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