[arnaudpaquet]

im lost! using only intermolecular interraction to explain it,  if:

you want to, in an aqueous solution, do an acid extraction using dichloromethane as a solvant

will benzoic acid or propionic acid be extracted the most in the dichloromethane?

...and why

thanks people, sorry for my horrible english syntax

[Yggdrasil]

Which one do you think is more soluble in water (a polar solvent)?  Which one do you think is more soluble in DCM (a non-polar solvent)?

[arnaudpaquet]

of course polar molecules will be more soluble, my only concern is with the benzene ring...it makes the benzoic acid a bigger molecule and i dont know how an aromatic ring will behave polarity wise and will the 2 Cl in the DCM affect anything...and in what scale?

should i only use their dipole moment in my reasoning?

[Yggdrasil]

The carboxylic acid group in benzoic is polar, however, the majority of the molecule is nonpolar.  In contrast, the nonpolar part of propionic acid is much smaller.

[arnaudpaquet]

thanks a lot, you really saved me on this one