In order to compare acetic acid, ethanol and 1-propanol in terms of solubility in hexane, I would like to order them in terms of (a)polarity.

By looking up the dipole moments, I found that these molecules can be ordered in terms of increasing polarity like this.

1-Propanol (1.68D) < Ethanol (1.69D) < Acetic acid (1.74D)

Without looking up the values for the dipole moments, how can I predict which one of these molecules will be the most/least polar?

  • $\begingroup$ Dipole moment should not be called "polarity". It has only tangential connection with real polarity of substances which is connected with solubility. Also all of these are miscible with hexane which is hardly deducible from dipole moments. $\endgroup$ – Mithoron Jan 15 '18 at 0:57
  • $\begingroup$ Alright so based on what should I order these molecules in terms of miscibility with hexane? $\endgroup$ – Alexander Ameye Jan 15 '18 at 0:58
  • $\begingroup$ Miscible means it dissolves in all proportions - completely soluble. $\endgroup$ – Mithoron Jan 15 '18 at 1:01
  • $\begingroup$ Isn't it possible to compare these 3 molecules? $\endgroup$ – Alexander Ameye Jan 15 '18 at 1:03
  • $\begingroup$ Of course it is, but not on basis of solubility in n-hexane in room temperature. There are various measures of properties of solvents, like dielectric constant, donor number. $\endgroup$ – Mithoron Jan 15 '18 at 1:08

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