Treatment of 5-hexen-1-ol with bromine affords a cyclic product: The mechanism of this reaction involves several steps,

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Treatment of 5-hexen-1-ol with bromine affords a cyclic product:

Br но Bry + NaBr Но


The mechanism of this reaction involves several steps, one of which is an intramolecular SN2 process:

Br: нӧ Br: Он


In this step, a bond is in the process of breaking, while another bond is in the process of forming. 

Draw the transition state of this SN2 process, and identify which bond is being broken and which bond is being formed. Can you offer an explanation as to why this step is favorable?

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Organic Chemistry

ISBN: 978-0470917800

1st edition

Authors: David R. Klein

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