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A Possible Reaction of Ethane with Chlorine Is Shown Below

Question 30

Multiple Choice

A possible reaction of ethane with chlorine is shown below. CH3CH3+Cl2CH3CH2Cl+HCl\mathrm { CH } _ { 3 } \mathrm { CH } _ { 3 } + \mathrm { Cl } _ { 2 } \longrightarrow \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { Cl } + \mathrm { HCl } This reaction could conceivably occur by the following chain mechanisms [1], [2], and [3]. Determine ?H for step [2]. [1] Cl22Cl\quad \mathrm { Cl } _ { 2 } \longrightarrow 2 \mathrm { Cl } \cdot
[2] Cl+CH3CH3 slow HCl+CH3CH2\mathrm { Cl } ^ { \cdot } + \mathrm { CH } _ { 3 } \mathrm { CH } _ { 3 } \stackrel { \text { slow } } { \longrightarrow } \mathrm { HCl } + \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } ^ \cdot
[3]CH3CH2+Cl2 fast CH3CH2Cl+Cl[ 3 ] \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } ^ \cdot + \mathrm { Cl } _ { 2 } \stackrel { \text { fast } } { \longrightarrow } \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { Cl } + \mathrm { Cl } ^\cdot Bond dissociation energies (kcal/mol) :  Bond A-B ΔHClCl58CH3H104CH3CH2H98CH3CH388CH3CH2Cl81HCl103\begin{array} { | l l | } \hline \text { Bond A-B } & \Delta \mathrm { H } \\\hline \mathrm { Cl } - \mathrm { Cl } & 58 \\\mathrm { CH } _ { 3 } - \mathrm { H } & 104 \\\mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } - \mathrm { H } & 98 \\\mathrm { CH } _ { 3 } \mathrm { CH } _ { 3 } & 88 \\\mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } - \mathrm { Cl } & 81 \\\mathrm { H } - \mathrm { Cl } & 103 \\\hline\end{array}


A) -5 kcal/mol
B) +58 kcal/mol
C) -28 kcal/mol
D) None of the choices are correct.

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