The following substrate is benzyl chloride that can undergo substitution reactions. Reaction of this substrate with the four different nucleophiles shown below gives different results. Propose structures for the product of each of the reactions (A-D), classify the nucleophile in each case (strong vs weak nucleophile) and draw a curly arrow mechanism, indicating if it is SN1, SN2, or can be both. A H₂O B OH HO D

The following substrate is benzyl chloride that can undergo substitution reactions. Reaction of this substrate with the four different nucleophiles shown below gives different results. Propose structures for the product of each of the reactions (A-D), classify the nucleophile in each case (strong vs weak nucleophile) and draw a curly arrow mechanism, indicating if it is SN1, SN2, or can be both. A H₂O B OH HO D

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions

Section21.2: Nucleophilic Acyl Substitution Reactions

Problem 6P

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