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Topic: Aromatic Nitration  (Read 2741 times)

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Offline vivekrai

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Aromatic Nitration
« on: March 03, 2012, 10:21:19 AM »
Q: What are X and Y?

Ain't getting the right logic for the product Y. (i.e., where should the nitration occur?)
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Offline Vidya

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Re: Aromatic Nitration
« Reply #1 on: March 04, 2012, 12:40:41 AM »
nitration will take place on the ortho or para position to the two substitutents on the aromatic ring.The ortho positions are most hindered and hence para is the best position for the nitration

Offline opsomath

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Re: Aromatic Nitration
« Reply #2 on: March 05, 2012, 10:54:06 AM »
The acid may be to cause isomerization of the cyclophane. Possibly to the para form?

Then nitrate as normal, ortho-para direction.

Offline fledarmus

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Re: Aromatic Nitration
« Reply #3 on: March 05, 2012, 11:15:51 AM »
I found this one odd. Maybe look at Allinger et al, J. Am. Chem. Soc., 1961, 83 (8), pp 1974–1978

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