Organic Chemistry (8th Edition)

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

Chapter 10 - Structure and Synthesis of Alcohols - Study Problems - Page 463: 10-36 c

Answer

$phenol$ is the most soluble in water.

Work Step by Step

$phenol$ is the most soluble in water because it form better hydrogen bonds than $ cyclohexanol$. Also, $phenol$ will be ionized more than $ cyclohexanol$ it is a stronger acid. Lastly, $4-methylcyclohexanol$ has the hydrophobic $methyl$ group which lowers its solubility in water.
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