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Explain with the use of appropriate resonance structures, the regioselectivity of the electrophilic aromatic substitution reaction. Why it is not possible to obtain 2-nitrotyrosine

 

Explain with the use of appropriate resonance structures, the regioselectivity of the electrophilic aromatic substitution reaction. Why it is not possible to obtain 2-nitrotyrosine by direct nitration of tyrosine? Predict how a H NMR spectrum of 4-nitrotyrosine in DMSO-d would appear. (Predict means propose approximate chemical shift, multiplicity coupling data and relative integral for signals representing all protons in the compound.)

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