06-10-2005, 10:47 PM
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How can NMR be used to differentiate between the 2 nitration products?
The acetamide is a better ortho/para director than the methyl group, so 2-nitro-4-methylacetanilide is the major product of the reaction and 3-nitro-4-methylacetanilide is the minor differentiation by NMR :for the 3-nitro-4-methylacetanilide on of the H atoms attached to the benzene ring will be shifted to higher [delta] because of the double inductive effect of the N atoms of both nitro and acetanilide groups which H lies in-between as the inductive effect of both of them extended to beta carbon (which our hydrogen is attached to )
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