ABSTRACT

In present work thermochemistry of hydrogen bond formation of linear (acetamide (AA), N-methylacetamide (NMA), N,N-dimethylacetamide (DMAA)) and cyclic amides (2-pyrrolidone (Py), N-methyl-2-pyrrolidone (MPY)) in the medium of proton acceptors (B) was studied. Enthalpies of solution of amides in nitriles, ketones, esters, ethers and amines were measured at 298.15 and infinite dilution conditions. Enthalpies of hydrogen bonding of studied solutes with proton acceptor solvents were determined on the basis of experimental data. It was shown that proton donor properties of 2-pyrrolidone are more pronounced than linear amides. Enthalpies of hydrogen bonding of acetamide in proton acceptors are twice more than N-methylacetamide due to formation of 1:2 complexes.

Compounds

#	Formula	Name
1	C2H5NO	ethanamide
2	C2H3N	acetonitrile
3	C3H6O	acetone
4	C4H8O2	1,4-dioxane
5	C3H7NO	dimethylformamide
6	C4H8O2	ethyl acetate
7	C6H7N	3-methylpyridine
8	C3H5N	propanenitrile
9	C5H5N	pyridine
10	C4H8O	tetrahydrofuran
11	C3H7NO	N-methylacetamide
12	C4H9NO	N,N-dimethylethanamide
13	C4H7NO	2-pyrrolidinone
14	C5H9NO	N-methylpyrrolidone
15	C6H6	benzene
16	C6H12	cyclohexane

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	1 2	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 1; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	1 3	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 1; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	1 4	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 1; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	1 5	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 1; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	1 6	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 1; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	1 7	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 1; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	1 8	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 1; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	1 9	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 1; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	1 10	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 1; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	2 11	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 11; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	3 11	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 11; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	11 4	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 11; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	11 7	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 11; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	11 8	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 11; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	11 9	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 11; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	11 10	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 11; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	2 12	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 12; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	3 12	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 12; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	4 12	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 12; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	12 6	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 12; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	7 12	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 12; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	8 12	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 12; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	9 12	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 12; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	10 12	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 12; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	2 13	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 13; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	4 13	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 13; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	12 13	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 13; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	5 13	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 13; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	6 13	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 13; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	7 13	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 13; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	8 13	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 13; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	9 13	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 13; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	10 13	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 13; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	2 14	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 14; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	3 14	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 14; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	4 14	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 14; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	12 14	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 14; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	5 14	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 14; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	6 14	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 14; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	7 14	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 14; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	8 14	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 14; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	9 14	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 14; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	10 14	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 14; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	15 14	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 14; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1
POMD	16 14	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 14; Liquid Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Power-compensation calorimetry	1

Thermodynamics Research Center / ThermoML | Thermochimica Acta

Thermochemistry of hydrogen bonding of linear and cyclic amides inproton acceptors media

Rakipov, I. T.[Ilnaz T.], Sabirzyanov, A. N.[Almaz N.], Petrov, A. A.[Artem A.], Akhmadiayrov, A. A.[Aydar A.], Varfolomeev, M. A.[Mikhail A.], Solomonov, B. N.[Boris N.]

ABSTRACT