ABSTRACT

The solubility of the homologous series of dicarboxylic acids, HOOCA(CH2)n 2ACOOH (n = 2 to 10), in ethanol, acetic acid, acetone and ethyl acetate was measured at temperatures ranging from (278.15 to 323.15) K by a static analytic method at atmospheric pressure. Dicarboxylic acids with even number of carbon atoms exhibit lower values of solubility than adjacent homologues with odd carbon numbers. This odd even effect of solubility is attributed to the twist of molecules and interlayer packing in solid state as explained in our previous work. The alternation varies in different solvents, which is believed to be associated with the properties of solvents. Finally, the dissolution enthalpy, dissolution entropy and the molar Gibbs free energy were calculated using the fitting parameters of the modified Apelblat equation. The molar Gibbs free energy also showed apparent odd even alternation in keeping with the alternation of solubility.

Compounds

#	Formula	Name
1	C2H6O	ethanol
2	C2H2O4	ethanedioic acid
3	C2H4O2	acetic acid
4	C3H6O	acetone
5	C4H8O2	ethyl acetate
6	C3H4O4	propanedioic acid
7	C4H6O4	butanedioic acid
8	C5H8O4	1,5-pentanedioic acid
9	C6H10O4	1,6-hexanedioic acid
10	C7H12O4	1,7-heptanedioic acid
11	C8H14O4	1,8-octanedioic acid
12	C9H16O4	1,9-nonanedioic acid
13	C10H18O4	1,10-decanedioic acid

Datasets

The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type	Compound-#	Property	Variable	Constraint	Phase	Method	#Points
POMD	1 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric	8
POMD	3 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric	8
POMD	4 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric	8
POMD	5 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric	8
POMD	1 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 6	gravimetric	8
POMD	3 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 6	gravimetric	8
POMD	4 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 6	gravimetric	8
POMD	5 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 6	gravimetric	8
POMD	1 7	Mole fraction - 7 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 7	gravimetric	8
POMD	3 7	Mole fraction - 7 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 7	gravimetric	8
POMD	4 7	Mole fraction - 7 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 7	gravimetric	8
POMD	7 5	Mole fraction - 7 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 7	gravimetric	8
POMD	1 8	Mole fraction - 8 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 8	gravimetric	8
POMD	3 8	Mole fraction - 8 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 8	gravimetric	8
POMD	4 8	Mole fraction - 8 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 8	gravimetric	8
POMD	8 5	Mole fraction - 8 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 8	gravimetric	8
POMD	1 9	Mole fraction - 9 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 9	gravimetric	8
POMD	3 9	Mole fraction - 9 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 9	gravimetric	8
POMD	4 9	Mole fraction - 9 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 9	gravimetric	8
POMD	9 5	Mole fraction - 9 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 9	gravimetric	8
POMD	1 10	Mole fraction - 10 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 10	gravimetric	8
POMD	3 10	Mole fraction - 10 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 10	gravimetric	8
POMD	4 10	Mole fraction - 10 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 10	gravimetric	8
POMD	10 5	Mole fraction - 10 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 10	gravimetric	8
POMD	1 11	Mole fraction - 11 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 11	gravimetric	8
POMD	3 11	Mole fraction - 11 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 11	gravimetric	8
POMD	4 11	Mole fraction - 11 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 11	gravimetric	8
POMD	5 11	Mole fraction - 11 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 11	gravimetric	8
POMD	1 12	Mole fraction - 12 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 12	gravimetric	8
POMD	3 12	Mole fraction - 12 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 12	gravimetric	8
POMD	4 12	Mole fraction - 12 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 12	gravimetric	8
POMD	12 5	Mole fraction - 12 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 12	gravimetric	8
POMD	1 13	Mole fraction - 13 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 13	gravimetric	8
POMD	3 13	Mole fraction - 13 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 13	gravimetric	8
POMD	4 13	Mole fraction - 13 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 13	gravimetric	8
POMD	13 5	Mole fraction - 13 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 13	gravimetric	8

Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

An odd-even effect on solubility of dicarboxylic acids in organic solvents

Zhang, H.[Hui], Yin, Q.[Qiuxiang], Liu, Z.[Zengkun], Gong, J.[Junbo], Bao, Y.[Ying], Zhang, M.[Meijing], Hao, H.[Hongxun], Hou, B.[Baohong], Xie, C.[Chuang]

ABSTRACT