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Topic: 1,4-di-t-butyl-2,5-dimethoxybenzene  (Read 9823 times)

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sandness.h

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1,4-di-t-butyl-2,5-dimethoxybenzene
« on: January 30, 2006, 06:47:01 PM »
why is 1,4-di-t-butyl-2,5-dimethoxybenzene the major product in the alkylation of dimethoxy benezene?  Would it also form side products like 1,3-di-t-butyl-2,5-dimethoxybenzene or 1,4-dimethoxy-2,3-di-t-butylbenzene?  or not?
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Re:1,4-di-t-butyl-2,5-dimethoxybenzene
« Reply #1 on: January 30, 2006, 08:24:55 PM »
Think about the electronics of the system after one t-butyl group has been added to the ring.  Which poisition is the most strongly activated?
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janne18

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Re:1,4-di-t-butyl-2,5-dimethoxybenzene
« Reply #2 on: January 31, 2006, 11:38:28 AM »
think about steric hindrance too. t-butyl is a bulky group.
So electronic factors could favor ortho and para attack, and steric hindrance further favors para attack
 
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