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12 Cards in this Set

  • Front
  • Back
Where is solubility used?
Hint: Three basic techniques
Crystallization, extraction and chromatography
How can solubility behavior be described?
Soluble, insoluble, g/L, mg/mL
Miscible (two liquids completely soluble in the other)
Immiscible (do not mix and form two layers)
Like dissolves like
Polar dissolves polar (dipole-dipole interaction)
Ion dissolves ion (ion-ion, ion-dipole)
Nonpolar dissolves nonpolar (london/dispersion forces)
Stronger the intermolecular forces
The higher melting/boiling points
Greater the surface area (less branch),
The heavier,
Greater the boiling point
Hexane > Pentane
Order them from weakest to strongest force
H-bond (NH or OH), ion-ioin, London/dispersion, ion-dipole, dipole-dipole
London/dispersion, dipole-dipole, H-bond, ion-dipole, ion-ion
Would benzoic acid dissolve in water? NaOH?
No in water, although benzoic acid has a polar hydroxyl group, majority of the compound is nonpolar (aromatic ring = very nonpolar)
Yes in NaOH, due to acid - base interaction
Would methanol dissolve in polar compounds? nonpolar compounds?
Yes in polar compounds due to OH, hydroxyl group.
Sometimes yes in nonpolar compounds because methanol also has a nonpolar CH3 part.
Benzoic acid soluble in water? in NaOH? in HCl?
Not soluble in water because it has a very nonpolar phenol group (HOWEVER it becomes water soluble after addition of OH-)
Yes, soluble in NaOH
No, not soluble in HCl
Ethyl-4-aminobenzoate soluble in water? in NaOH? in HCl?
Not soluble in water because it has a very nonpolar phenol group (HOWEVER it becomes water soluble after addition of H+)
No, not soluble in NaOH
Yes, soluble in HCl