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I think, (I) must be more soluble in water. It is due to trans configuration and thus, forming more effectively inter-molecular hydrogen bonds with water molecules.

  • $\begingroup$ Can anyone verify it, please? $\endgroup$ – Apurvium Aug 8 at 10:44

Solubility order is (I) > (II) for the reasons stated above in the question.

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  • $\begingroup$ Have you learned information about the solubility between July 28th and August 13? If so, why are trans hydroxyls better at hydrogen bonding than ones that are cis? Perhaps the ring juncture plays a role. Do you have a reference? $\endgroup$ – user55119 Sep 12 at 12:34
  • $\begingroup$ @user55119 Low solubility of cis due to steric hindrance of hydroxyl groups. $\endgroup$ – Apurvium Sep 12 at 13:52
  • $\begingroup$ Then illustrate and explain the reasoning in your answer. BTW in the cis isomer conformations only one hydroxyl group has a 1,3-diaxial interaction while the other one is equatorial. $\endgroup$ – user55119 Sep 12 at 14:00

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