Organic Chemistry (8th Edition)

Published by Pearson
ISBN 10: 0321768418
ISBN 13: 978-0-32176-841-4

Chapter 6 - Alkyl Halides: Nucleophilic Substitution and Elimination - Study Problems - Page 280: 6-46 c

Answer

The starting material consists of 5 carbons (because the product also has 5 carbons). It has a halide on one end and OH on the other. The lone pairs on the O attacks the carbon attached to the halide and the halide leaves. The chain closes up to form a ring. The O then loses the H+ to the solvent to form the desired product.

Work Step by Step

See image for mechanism.
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