N-acetyl-p-benzoquinone imine (NAPQI) is a toxic metabolite of acetaminophen that can lead to liver damage. The damage results from the addition to liver proteins, which react as a nucleophile with one of the ring carbons. Propose a reasonable mechanism for the following steps that result in the aromatic ring product. HN' Liver Protein H$ Liver Protein OH

N-acetyl-p-benzoquinone imine (NAPQI) is a toxic metabolite of acetaminophen that can lead to liver damage. The damage results from the addition to liver proteins, which react as a nucleophile with one of the ring carbons. Propose a reasonable mechanism for the following steps that result in the aromatic ring product. HN' Liver Protein H$ Liver Protein OH

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter24: Amines And Heterocycles

Section24.9: Heterocyclic Amines

Problem 24P

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