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 e

Answer

In kJ/mol: -34kJ/mol Or In kcal/mol: -8kcal/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= $CH_3CH2-OH=+381$ $H-Br= +368$ Bonds formed= $CH3CH2-Br=-285$ $H-OH=-498$ $\Delta$$H^{\circ}$= $(+381+368) + (-285) + (-498)$ $\Delta$$H^{\circ}$= $+749+(-783)$ $\Delta$$H^{\circ}$= $+749 -783$ $-34 kJ/mol$ In kcal/mol Bonds broken= $CH3CH2-OH= +91$ $H-Br= +88$ Bonds formed= $CH3CH2-Br=-68$ $H-OH=-119$ $\Delta$$H^{\circ}$=$ (+91+88 )+ (-68)+(-119)$ $\Delta$$H^{\circ}$ =$179 + ( -187)$ $\Delta$$H^{\circ}$ = $179 - 187$ $\Delta$$H^{\circ}$= $-8 kcal/mol$
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