Chemistry: Atoms First (2nd Edition)

Published by Cengage Learning
ISBN 10: 1305079248
ISBN 13: 978-1-30507-924-3

Chapter 21 - ChemWork Problems - Page 881k: 144

Answer

$B\lt C\lt A$ i.e. butanoic acid(compound marked as A) is the most soluble in water and 2-methyl-2-pentene is least soluble in water.

Work Step by Step

Butanoic acid ($CH_{3}CH_{2}CH_{2}COOH$) participates in H bonding with water molecule because here H is bonded with O. So, polarity of H is increased and as a result it will interact with $H_{2}O$ by H bonding. So, it is the most soluble among others. 2-methyl-2-pentene and 2-pentanone do not participate in H bonding with water molecule. But due to -CO- group present in 2-pentanone it will participate in dipole dipole interaction with polar $H_{2}O$ molecule. On the other hand, no such interaction present in 2-methyl-2-pentene (Compound marked as B). So, Between compound B and C, C is more soluble in water than B. So, the least soluble in water is B.
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