ABSTRACT

Solubility values of 39 sulfonamides in water, 1-octanol, and 1-hexane were determined by the isothermal saturation method. Thermophysical characteristics of fusion processes (melting points and fusion enthalpies) of the selected substances were measured by the DSC method. The impact of molecule structural modification on solubility processes in the solvents was analyzed. Transfer processes from water to 1-octanol, water to 1-hexane, and 1-hexane to 1-octanol were studied. Correlation equations connecting Gibbs energies of the solubility and the transfer processes with physicochemical descriptors and thermophysical characteristics were obtained.

Compounds

#	Formula	Name
1	H2O	water
2	C8H18O	octan-1-ol
3	C6H14	hexane
4	C12H11NO2S	N-phenylbenzenesulfonamide
5	C11H9ClN2O2S	N-(3-chloro-2-pyridinyl)benzenesulfonamide
6	C11H9ClN2O2S	N-(2-chloro-3-pyridinyl)benzenesulfonamide
7	C14H14N2O4S	ethyl 6-(phenylsulfonamido)nicotinate
8	C12H10N2O4S	N-(4-nitrophenyl)benzenesulfonamide
9	C12H10ClNO2S	N-(2-chlorophenyl)benzenesulfonamide
10	C12H9Cl2NO2S	N-(2,3-dichlorophenyl)benzenesulfonamide
11	C12H9Br2NO2S	N-(2,4-dibromophenyl)benzenesulfonamide
12	C12H10N2O4S	N-(2-nitrophenyl)benzenesulfonamide
13	C12H10ClNO2S	N-(4-chlorophenyl)benzenesulfonamide
14	C14H14N2O5S	N-(4-ethoxyphenyl)-4-nitrobenzenesulfonamide
15	C9H7N3O4S2	4-nitro-N-2-thiazolylbenzenesulfonamide
16	C13H12N4O5S	N-[3-[[(4-nitrophenyl)sulfonyl]amino]-4-pyridinyl]-acetamide
17	C12H11N3O4S	N-(5-methylpyridin-2-yl)-4-nitrobenzenesulfonamide
18	C12H11ClN2O2S	4-amino-N-(4-chlorophenyl)benzenesulfonamide
19	C14H16N2O2S	4-amino-N-(4-ethylphenyl)benzenesulfonamide
20	C12H11IN2O2S	4-amino-N-(4-iodophenyl)benzenesulfonamide
21	C13H14N2O3S	4-amino-N-(4-methoxyphenyl)benzenesulfonamide
22	C12H10Cl2N2O2S	4-amino-N-(2,3-dichlorophenyl)benzenesulfonamide
23	C12H10Cl2N2O2S	4-amino-N-(3,4-dichlorophenyl)benzenesulfonamide
24	C12H10Cl2N2O2S	4-amino-N-(2,5-dichlorophenyl)benzenesulfonamide
25	C10H16N2O2S	4-amino-N,N-diethylbenzenesulfonamide
26	C8H12N2O2S	4-amino-N,N-dimethylbenzenesulfonamide
27	C18H16N2O2S	4-amino-N,N-diphenylbenzenesulfonamide
28	C7H10N2O2S	4-amino-N-methylbenzenesulfonamide
29	C13H13ClN2O2S	4-amino-N-(4-chlorophenyl)-2-methylbenzenesulfonamide
30	C12H10Cl2N2O2S	4-amino-2-chloro-N-(2-chlorophenyl)benzenesulfonamide
31	C13H13ClN2O2S	4-amino-N-(2-chlorophenyl)-2-methylbenzenesulfonamide
32	C12H10Cl2N2O2S	4-amino-2-chloro-N-(4-chlorophenyl)benzenesulfonamide
33	C13H13N3O4S	4-amino-2-methyl-N-(2-nitrophenyl)benzenesulfonamide
34	C12H9Cl3N2O2S	4-amino-N-(2,4,5-trichlorophenyl)benzenesulfonamide
35	C13H13ClN2O2S	4-amino-N-(5-chloro-2-methylphenyl)benzenesulfonamide
36	C13H13ClN2O2S	4-amino-N-(2-chloro-4-methylphenyl)benzenesulfonamide
37	C13H13ClN2O2S	4-amino-N-(4-chloro-2-methylphenyl)benzenesulfonamide
38	C13H13ClN2O2S	4-amino-N-(3-chloro-4-methylphenyl)benzenesulfonamide
39	C13H13ClN2O3S	4-amino-N-(3-chloro-2-methoxyphenyl)benzenesulfonamide
40	C12H10BrN3O4S	4-amino-N-(2-bromo-4-nitrophenyl)benzenesulfonamide

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	Phase	Method	#Points
POMD	4	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	4	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	5	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	5	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	6	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	6	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	7	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	7	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	9	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	9	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	10	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	10	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	11	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	11	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	12	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	12	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	13	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	13	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	14	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	14	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	15	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	15	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	16	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	16	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	17	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	17	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	18	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	18	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	19	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	19	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	20	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	20	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	21	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	21	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	22	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	22	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	23	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	23	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	24	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	24	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	25	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	25	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	26	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	26	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	27	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	27	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	28	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	28	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	29	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	29	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	30	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	30	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	31	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	31	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	32	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	32	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	33	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	33	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	34	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	34	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	35	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	35	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	36	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	36	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	37	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	37	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	38	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	38	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	39	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	39	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	40	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	40	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	4 1	Mole fraction - 4 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 4	spectrophotometric method	1
POMD	2 4	Mole fraction - 4 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 4	spectrophotometric method	1
POMD	3 4	Mole fraction - 4 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 4	spectrophotometric method	1
POMD	1 5	Mole fraction - 5 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 5	spectrophotometric method	1
POMD	2 5	Mole fraction - 5 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 5	spectrophotometric method	1
POMD	3 5	Mole fraction - 5 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 5	spectrophotometric method	1
POMD	1 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 6	spectrophotometric method	1
POMD	2 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 6	spectrophotometric method	1
POMD	3 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 6	spectrophotometric method	1
POMD	1 7	Mole fraction - 7 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 7	spectrophotometric method	1
POMD	2 7	Mole fraction - 7 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 7	spectrophotometric method	1
POMD	3 8	Mole fraction - 8 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 8	spectrophotometric method	1
POMD	1 11	Mole fraction - 11 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 11	spectrophotometric method	1
POMD	2 11	Mole fraction - 11 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 11	spectrophotometric method	1
POMD	3 11	Mole fraction - 11 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 11	spectrophotometric method	1
POMD	12 1	Mole fraction - 12 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 12	spectrophotometric method	1
POMD	2 12	Mole fraction - 12 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 12	spectrophotometric method	1
POMD	1 14	Mole fraction - 14 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 14	spectrophotometric method	1
POMD	2 14	Mole fraction - 14 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 14	spectrophotometric method	1
POMD	3 14	Mole fraction - 14 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 14	spectrophotometric method	1
POMD	15 1	Mole fraction - 15 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 15	spectrophotometric method	1
POMD	2 15	Mole fraction - 15 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 15	spectrophotometric method	1
POMD	1 16	Mole fraction - 16 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 16	spectrophotometric method	1
POMD	2 16	Mole fraction - 16 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 16	spectrophotometric method	1
POMD	1 17	Mole fraction - 17 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 17	spectrophotometric method	1
POMD	2 17	Mole fraction - 17 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 17	spectrophotometric method	1
POMD	20 1	Mole fraction - 20 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 20	spectrophotometric method	1
POMD	2 20	Mole fraction - 20 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 20	spectrophotometric method	1
POMD	3 22	Mole fraction - 22 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 22	spectrophotometric method	1
POMD	3 24	Mole fraction - 24 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 24	spectrophotometric method	1
POMD	25 1	Mole fraction - 25 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 25	spectrophotometric method	1
POMD	2 25	Mole fraction - 25 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 25	spectrophotometric method	1
POMD	3 25	Mole fraction - 25 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 25	spectrophotometric method	1
POMD	26 1	Mole fraction - 26 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 26	spectrophotometric method	1
POMD	2 26	Mole fraction - 26 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 26	spectrophotometric method	1
POMD	3 26	Mole fraction - 26 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 26	spectrophotometric method	1
POMD	1 27	Mole fraction - 27 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 27	spectrophotometric method	1
POMD	2 27	Mole fraction - 27 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 27	spectrophotometric method	1
POMD	3 27	Mole fraction - 27 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 27	spectrophotometric method	1
POMD	28 1	Mole fraction - 28 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 28	spectrophotometric method	1
POMD	2 28	Mole fraction - 28 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 28	spectrophotometric method	1
POMD	3 29	Mole fraction - 29 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 29	spectrophotometric method	1
POMD	3 31	Mole fraction - 31 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 31	spectrophotometric method	1
POMD	3 33	Mole fraction - 33 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 33	spectrophotometric method	1
POMD	3 34	Mole fraction - 34 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 34	spectrophotometric method	1
POMD	3 36	Mole fraction - 36 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 36	spectrophotometric method	1
POMD	1 39	Mole fraction - 39 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 39	spectrophotometric method	1
POMD	2 39	Mole fraction - 39 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 39	spectrophotometric method	1
POMD	3 39	Mole fraction - 39 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 39	spectrophotometric method	1
POMD	1 40	Mole fraction - 40 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 40	spectrophotometric method	1
POMD	2 40	Mole fraction - 40 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid Crystal - 40	spectrophotometric method	1

Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

Impact of Sulfonamide Structure on Solubility and Transfer Processes in Biologically Relevant Solvents

Perlovich, G.[German], Kazachenko, V.[Vladimir], Strakhova, N.[Nadezda], Raevsky, O.[Oleg]

ABSTRACT