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Question: Does \[CC{l_4}\] have a higher boiling point than \[C{H_2}C{l_2}\]? I thought London forces were wea...

Does CCl4CC{l_4} have a higher boiling point than CH2Cl2C{H_2}C{l_2}? I thought London forces were weaker than dipole-dipole forces?

Explanation

Solution

We need to know that comparing CCl4CC{l_4} and CHCl3CHC{l_3}, CCl4CC{l_4} has a nicer / more symmetrical shape. Therefore, we can expect its packing to be more compact. This would mean that in a sample of CCl4CC{l_4}, there would arguably be a greater surface area of contact between two molecules of CCl4CC{l_4}.

Complete answer:
We need to know that the Tetrachloromethane (CCl4CC{l_4}) consists of non-polar molecules interacting via dispersion forces, whereas trichloromethane (CHCl3CHC{l_3}) consists of polar molecules interacting via permanent dipole-permanent dipole (pd-pd) interactions.
To answer this question simply, CCl4CC{l_4} has a higher boiling point than CHCl3CHC{l_3} because dispersion forces in CCl4CC{l_4} is extensive enough to be stronger than pd-pd interactions in CHCl3CHC{l_3}.
Some of the factors that affect overall strength of intermolecular forces are listed below:
Strength of each intermolecular interaction (I.e. what textbooks say about one hydrogen bond > one pd-pd interaction > one dispersion force)
Extensiveness of intermolecular interactions.
Thermodynamic changes such as entropy (Explained in detail in some of the other responses)Etc
A greater surface area of contact would then allow for the formation of more extensive intermolecular interactions.
So in CCl4CC{l_4}, even though the strength of each intermolecular interaction is weaker compared to CHCl3CHC{l_3}, the extensiveness of intermolecular interaction in CCl4CC{l_4} far exceeds that in CHCl3CHC{l_3} such that the overall strength of intermolecular interactions in CCl4CC{l_4} is stronger than that in CHCl3CHC{l_3}.

Note:
We have to know that the CH2Cl2C{H_2}C{l_2} boils at a lower temperature because its increase in entropy is larger, and CCl4CC{l_4} boils at a higher temperature because its increase in entropy is lower. But also, it requires less thermal energy to boil CH2Cl2C{H_2}C{l_2}.