For the following compounds, please say which are soluble in water. water ethano
ID: 577413 • Letter: F
Question
For the following compounds, please say which are soluble in water.
water
ethanol
heptane
3’-aminoacetophenone
cinnamic acid
1,4-dimethoxybenzene
2-methoxyphenol
sodium benzoate
The compounds are benzene derivatives. Use V to say very soluble, S to say soluble, L for slightly soluble, and I for insoluble.
Also, if MTBE is soluble in water when it is at 26g/L at 20 Celcius, why would it form two layers with water?
water
ethanol
heptane
3’-aminoacetophenone
cinnamic acid
1,4-dimethoxybenzene
2-methoxyphenol
sodium benzoate
Explanation / Answer
Water
Ethanol
Heptane
3’-aminoacetophenone
V
(hydrogen bonding between the free –NH2 group and water molecules facilitate solubility)
V
(hydrogen bonding between the free –NH2 group and ethanol molecules facilitate solubility)
I
(3’-aminoacetephenone is polar while heptane is non-polar)
Cinnamic acid
V
(hydrogen bonding between the -COOH group and water molecules facilitate solubility)
V
(hydrogen bonding between the -COOH group and ethanol molecules facilitate solubility)
I
(cinnamic acid is polar while heptane is non-polar)
1,4-dimethoxybenzene
L
(1,4-dimethoxybenzene is a non-polar molecule and hence slightly soluble in polar water molecules)
L
(1,4-dimethoxybenzene is a non-polar molecule and hence slightly soluble in polar ethanol molecules)
V
(1-4-dimethoxybenzene is non-polar and hence, very soluble in non-polar heptane)
2-methoxyphenol
L
(intramolecular hydrogen bonding reduces the solubility in polar solvents like water)
L
(intramolecular hydrogen bonding reduces the solubility in polar solvents like ethanol)
V
Sodium Benzoate
V
(ionic compound, highly soluble in water by ion-dipole interactions)
S
I
Water
Ethanol
Heptane
3’-aminoacetophenone
V
(hydrogen bonding between the free –NH2 group and water molecules facilitate solubility)
V
(hydrogen bonding between the free –NH2 group and ethanol molecules facilitate solubility)
I
(3’-aminoacetephenone is polar while heptane is non-polar)
Cinnamic acid
V
(hydrogen bonding between the -COOH group and water molecules facilitate solubility)
V
(hydrogen bonding between the -COOH group and ethanol molecules facilitate solubility)
I
(cinnamic acid is polar while heptane is non-polar)
1,4-dimethoxybenzene
L
(1,4-dimethoxybenzene is a non-polar molecule and hence slightly soluble in polar water molecules)
L
(1,4-dimethoxybenzene is a non-polar molecule and hence slightly soluble in polar ethanol molecules)
V
(1-4-dimethoxybenzene is non-polar and hence, very soluble in non-polar heptane)
2-methoxyphenol
L
(intramolecular hydrogen bonding reduces the solubility in polar solvents like water)
L
(intramolecular hydrogen bonding reduces the solubility in polar solvents like ethanol)
V
Sodium Benzoate
V
(ionic compound, highly soluble in water by ion-dipole interactions)
S
I