How to make it hydrophobic ?

[Newchromatographer]

Hi folks ,

How to make this compound hydrophobic to transfer it from aqueous phase to organic phase in seperatory funnels ? a mide group ( pKa= 10.99 ).


not sure if low ph going to help ?

[Kristof]

In the source you provided, just below pKa, you can find this bit:

Partition coefficient, pKow
3.68

ie. it is already quite hydrophobic IMHVO...

[Newchromatographer]

I used different immiscible solvents ( hexan , , ethyle acetate Toluene etc ) in distilled water but the more i get is 60% and i need 100% or near to it , do u think if i use ph 3 this gonna help ?

i would be gratefull if you illustrate it more ,,

[Kristof]

That's 60% for single, double, triple extraction?

[Newchromatographer]

triple extraction and extrat 10 ml solution by ( 10 ml solvent *3 )

[HPLCaddict]

pH3 won't help you. I'd try saturating the aqueous phase with e.g. sodium chloride.

[Johnny Rod]

HPLC addict is right, saturate the aqueous phase with salt. It's a carbamate so isn't very basic anyway. Once you have it extracted into organic solvent then you may need to add anhydrous sodium sulfate and filter to remove water and inorganics, unless your further analysis/treatment can tolerate these.