Organic Chemistry (8th Edition)

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

Chapter 4 - The Study of Chemical Reactions - Study Problems - Page 171: 4-40 c

Answer

In kJ/mol: -17kJ/mol In kcal/mol: -4kcal/mol

Work Step by Step

In the given reaction, bond breaking and bond formation takes place. Bond breaking is endothermic (positive) whereas bond formation is exothermic. In order to find $\Delta$ $H^{\circ}$ of the reaction, we add the bond dissociation energies, keeping in mind that where the bond formation takes place, the bond dissociation energy is negative. Therefore, In kJ/mol Bonds broken= $(CH_{3})_3$$C-OH$=$+381$ $H-Cl= +431$ Bonds formed= $(CH_{3})_3$$C-Cl$=$-331$ $H-OH=-498$ $\Delta$$H^{\circ}$= $(+381+431) + (-331) + (-498)$ $\Delta$$H^{\circ}$= $+812+(-829)$ $\Delta$$H^{\circ}$= $+812 -829$ $-17 kJ/mol$ In kcal/mol Bonds broken= $(CH_{3})_3$$C-OH$= $+91$ $H-Cl= +103$ Bonds formed= $(CH_{3})_3$$C-Cl$=$-79$ $H-OH=-119$ $\Delta$$H^{\circ}$=$ (+91+103 )+ (-79)+(-119)$ $\Delta$$H^{\circ}$ =$194 + ( -198)$ $\Delta$$H^{\circ}$ = $194 - 198$ $\Delta$$H^{\circ}$= $-4 kcal/mol$
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