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snowflakesss0914 06-10-2005 10:47 PM

How can NMR be used to differentiate between the 2 nitration products?
 
How can NMR be used to tell the difference between the major and minor product of nitration of 4-methylacetanilide?4-methylacetanilide ------HNO3----> major + minor pdtsPlease explain how you know where the chemical shifts are and what are the names of the final pdts? Thank you very much!

bo7so 06-10-2005 10:47 PM

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 )<br />
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