a solubility question

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gomawum

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rank the following compounds in order of decreasing solubility in water

2-fluoro-butane
butan-2-ol
2-chloro-butane

-> I thik 1. H-bond
2. Polarity
3. size
dedicate to the solubility, so butan-2-ol dissolve the most in water.
and since chlorine is bigger in size than fluorine, Cl is more polarizable than F, so my bet is 2-fluoro-butane < 2-chloro-butan < butan-2-ol.

but another person told me that F is more soluble thatn Cl because it has greater electronegativity

which is right?

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F does dissolve more than Cl due to a greater electronegativity. F forms hydrogen bonds also, just weaker than O. i believe there are 3 types of hydrogen bonds possible, H-O, H-F and H-N, where F and N are not as strong as O. i'll double check and get back to u with a better explanation.
:confused:
 
F does dissolve more than Cl due to a greater electronegativity. F forms hydrogen bonds also, just weaker than O. i believe there are 3 types of hydrogen bonds possible, H-O, H-F and H-N, where F and N are not as strong as O. i'll double check and get back to u with a better explanation.
:confused:

F forms tha strongest Hydrogen bond as being the most electronegative.....
F>O>N.....rate of strength of hydrogen bonds.....Cl doesnt form Hydrogen bonds.
So
Fluoro compund > Alcohol > chloro compund
decreasing rate of solubility...
 
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