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Which best describes this sequence? Based on your knowledge of EAS, which answer

ID: 510266 • Letter: W

Question

Which best describes this sequence? Based on your knowledge of EAS, which answer best describes this reaction, which is used by my research students as the first step in the synthesis of an amino acid. The silver (Ag) serves as a Lewis acid to activate the I_2 then the aromatic ring attacks the activated halogen electrophile to substitute ortho to the CN group. The I_2 serves as a Lewis acid to activate the Ag_2SO_4, then the aromatic ring attacks the activated sulfate electrophile to substitute ortho to the NH_2 group. The silver (Ag) compound serves as a Lewis to activate the I_2, then the aromatic ring attacks the activated halogen electrophile to substitute ortho to the NH_2 group. The I_2 serves as a Lewis acid to activate the Ag_2SO_4, then the aromatic ring attacks the activated sulfate electrophile to substitute ortho to the CN group.

Explanation / Answer

(C)

The siver serves as as a lewis acid to activate the I2, then the aromatic ring attacks the activated halogen electrophile to substitute ortho to the NH2.

which is also meta to the -CN group.

Because - NH2 group is ring activator it directs towards Ortho and para (here para is blocekd) and - Cn is ring deactivator it directs the next electrophile towards meta position.

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