ORGANIC CHEMISTRY - LOOSELEAF W/CONNECT
ORGANIC CHEMISTRY - LOOSELEAF W/CONNECT
6th Edition
ISBN: 9781266060144
Author: SMITH
Publisher: MCG
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Chapter 16, Problem 66P
Interpretation Introduction

Interpretation: A stepwise mechanism for the reaction between benzyl bromide and CH3OH to afford benzyl methyl ether is to be drawn and an explanation for the reaction of this 1° alkyl halide with a weak nucleophile under conditions that favor an SN1 mechanism is to be stated. The reactivity of given para-substituted benzylic halides is more or less than benzyl bromide is to be predicted and explained.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron deficient chemical species that contains positive charge are known as electrophile. In electrophilic aromatic substitution reaction, electrophile takes the position of hydrogen atom by attacking the electron rich carbon atom of benzene.

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Problem 7 of 10 Draw the major product of this reaction. Ignore inorganic byproducts. S' S 1. BuLi 2. ethylene oxide (C2H4O) Select to Draw a Submit
Feedback (4/10) 30% Retry Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the reactant and missing intermediates involved in this reaction. Include all lone pairs and charges as appropriate. Ignore inorganic byproducts. Incorrect, 6 attempts remaining :0: Draw the Reactant H H3CO H- HIO: Ö-CH3 CH3OH2* protonation H. a H (+) H Ο CH3OH2 O: H3C protonation CH3OH deprotonation > CH3OH nucleophilic addition H. HO 0:0 Draw Intermediate a X
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ORGANIC CHEMISTRY - LOOSELEAF W/CONNECT

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