3 months ago
127
Genuine question! I've been doing these as thought experiments to help students that I tutor. There are some obvious ones like aniline vs 4-aminopyridine (aniline melts at -6 C, whereas 4-aminopyridine melts at 155 C or higher) - this one can be explained pretty simply by intermolecular hydrogen bonding. But durene vs mesitylene, I'm still mystified by. They both have multiple planes of symmetry, and similar M.W., what can explain such a vast melting point difference?
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