Orgo question from destroyer #5

[Piepiesuperpie]

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It gives 2 compounds: p-nitroaniline and o-nitroaniline and asks what methods are used for the separation of these two isomers.
The correct answer is column chromatography and crystallization.
How does column chromatography separate the two compounds? I thought it only separates based on different sizes or polarity.
Why does crystallization only crystallize the para?

 

[Dotoday]

Destroyer is correct on this one. You need to recrystallize to get the melting point. Para form is symmetrical unlike the ortho form. Due to symmetry it will have a higher melting point because it will fit into a crystal easier.

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