|Sep9-12, 11:38 PM||#1|
I was solving an exercise where I had to judge (true or false) 5 statements. One of them said:
"Sodium benzoate is more soluble in water than in toluene"
The book answer is true, but I don't know how to compare it.
I mean, sodium benzoate is ionic, and water is very polar, so the solubility of the salt in water should be great. Nevertheless sodium benzoate has a aromatic nucleus, that is the same of toluene, so they should share pretty much the same molecular interactions and one should reasonably dissolve another too. Am I thinking wrong? If not, how should I compare both of the solubilities?
|Sep10-12, 01:07 AM||#2|
Nope you're thinking too hard. If it is ionic in general it is soluble in polar solvents.
Now there is a cutoff. A 500000 dalton hydrocarbon polymer with a single charged group is obviously not going to be soluble. Where is the cutoff? Hard to say.
That requires computational chemistry.
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