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Most liquids follow Trouton's rule, which states that the molar entropy of vaporization lies in the range of 88 ± J/mol-K. The normal boiling points and enthalpies of vaporization of several organic liquids are as follows:
Substance
Normal Boiling Point (°C)
ΔHvap (kJ/mol)
Acetone, (CH3)2CO
56.1
29.1
Dimethyl ether, (CH3)2O
-24.8
21.5
Ethanol, C2H5OH
78.4
38.6
Octane, C5H18
125.6
34.4
Pyridine, C5H5N
115.3
35.1
(a) Calculate ?Svap for each of the liquids. Do all the liquids obey Trouton's rule?
(b) With reference to intermolecular forces, can you explain any exceptions to the rule?
(c) Would you expect water to obey Trouton's rule? By using data in Appendix B, check the accuracy of your conclusion.
(d) Chlorobenzene (C6H5Cl) boils at 131.8 °C. Use Trouton's rule to estimate ?Hvap for this substance.
Show all the steps in the mechanism for the following reaction, When benzene is mixed with deuterated sulfuric acid, deuterium is slowly incorporated onto the ring. Show the mechanism for this reaction and explain how this relates the sulfonation of ..
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