What explains caffeine's higher solubility in dichloromethane compared to water?

[slft]

Why caffeine is more soluble in dichloromethane than in water?
I thought caffeine is more polar than water and water is more polar than dichloromethane, so shouldn't caffeine is more soluble in water than in dichloromethane, since their dipole moment is closer?

 

[Borek]

I thought caffeine is more polar than water

Why do you think so?

 

[slft]

cuz the dipole moment of caffeine is larger than water

 

[Borek]

This is not that simple. Caffeine molecule is much larger, so even small charge is separated over the large distance, which makes dipole moment large - but the molecule is not that polar.

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[slft]

This is not that simple. Caffeine molecule is much larger, so even small charge is separated over the large distance, which makes dipole moment large - but the molecule is not that polar.

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ChemBuddy chemical calculators - buffer calculator, stoichiometry calculator
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so is it because the charges are too separated that are almost interacting with other molecules independently in each bond?