Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 25, Problem 25.36AP
Interpretation Introduction

(a)

Interpretation:

The G°' for the reaction shown in Fig. P25.36.

Concept Introduction:

For a spontaneous reaction, the value for G°' is negative.

Expert Solution
Check Mark

Answer to Problem 25.36AP

G°'=-14.0 kJ/mol

Explanation of Solution

The given reaction is:

fatty acyl-CoA+carnitine fatty acyl carnitine+ HSCoA

This reaction is the addition of two reactions that are shown below:

fatty acyl-CoA+H2O RCO2- +  HSCoA +H+  G°'=-31.4 kJ/mol (1)

RCO2-+carnitine+H+ a fatty acyl carnitine+H2O G°'=+17.4 kJ/mol (2)

Thus, the G°' for the given reaction is calculated as below:

fatty acyl-CoA+H2O RCO2- +  HSCoA +H+G°'=-31.4 kJ/mol (1)

+

RCO2-+carnitine+H+ a fatty acyl carnitine+H2O G°'=+17.4 kJ/mol (2)

_____________________________________________________________________

a fatty acyl-CoA+carnitinea fatty acyl carnitine+ HSCoAG°'=-14.0 kJ/mol

Conclusion

G°'=-14.0 kJ/mol

Interpretation Introduction

(b)

Interpretation:

The equilibrium constant (at pH=7) for this reaction at 37 (310 K).

Concept Introduction:

The relation between G°' and the equilibrium constant is:

G°'=-2.3 RTlogKeq

Expert Solution
Check Mark

Answer to Problem 25.36AP

K=230 at 37 (310 K)

Explanation of Solution

The relation between G°' and the equilibrium constant is:

G°'=-2.3 RTlogKeq

By substituting the value of T=37 (310 K) and G°'=-14.0 kJ/mol, the value for the equilibrium constant is calculated as below:

G°'=-2.3 RTlogKeq

-14000Jmol=-2.3 ×8.314Jmol·K ×310 K×logKeq

logKeq=-14000 J/mol-2.3×8.314 J/mol·K×310 K

logKeq=2.362

Keq=230

Thus, the equilibrium constant for the temperature T=37=310 K is 230.

Conclusion

Keq=230

Interpretation Introduction

(c)

Interpretation:

A structural reason for the reaction being so favorable, is to be suggested.

Concept Introduction:

Overall reaction is said to be favorable when the products are more stable than the reactants.

Expert Solution
Check Mark

Answer to Problem 25.36AP

This reaction is favorable because the overall conversion is from a less stable thioester to a more stable oxoester.

Explanation of Solution

This reaction is favorable because the overall conversion is from a thioester to a more stable ester.

Conclusion

This reaction is favorable because the overall conversion is from a thioester to a more stable ester.

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