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Based on your knowledge of EAS, which answer best describes this reaction, which

ID: 511612 • Letter: B

Question

Based on your knowledge of EAS, which answer best describes this reaction, which is used as the first step in the synthesis of an amino acid.

A.The I2 serves as a Lewis acid to activate the Ag2SO4, then the aromatic ring attacks the activated sulfate electrophile to substitute ortho to the CN group.

B.The I2 serves as a Lewis acid to activate the Ag2SO4, then the aromatic ring attacks the activated sulfate electrophile to substitute ortho to the NH2 group.

C. The silver (Ag) serves as a Lewis acid to activate the I2, then the aromatic ring attacks the activated halogen electrophile to substitute ortho to the CN group.

D.The silver (Ag) compound serves as a Lewis acid to activate the I2, then the aromatic ring attacks the activated halogen electrophile to substitute ortho to the NH2 group.

NH 2, Ag2SO

Explanation / Answer

The correct statement is

The silver (Ag) compound serves as a Lewis acid to activate the I2, then the aromatic ring attacks the activated halogen electrophile to substitute ortho to the NH2 group.

Explanation:

   I2 is a soft base molecule with low electronegativity and high polarizability. Therefore Silver can easily polarize the I2 molecule to genertae I+ Electrophile.    

     The NH2 group is an electron donating group which enhances the electron density at the ortho and para positions. Therefore Aromatic Electrophillic Substitution (AES) takes place at the ortho position as the para position is blocked.

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