2
0
2009
rib
lob
0
journal
Original
Ribeiro da Silva, M. A. V.[Manuel A. V.]
Lobo Ferreira, A. I. M. C.[Ana I.M.C.]
J. Chem. Eng. Data
2009
2020-09-29
Experimental and Computational Thermochemical Study of the Three Monofluorophenol Isomers
The present work reports the values of the standard (po = 0.1 MPa) molar enthalpies of formation in the condensed phase of the three isomers of monofluorophenol derived from the standard molar energies of combustion, in oxygen, to yield CO2(g) and HF*10H2O(l), at T = 298.15 K, measured by rotating bomb combustion calorimetry, as well as the values of the standard molar enthalpies of sublimation or vaporization, at T = 298.15 K, determined using high temperature Calvet microcalorimetry. Combining the former two experimental quantities, the standard molar enthalpies of formation in the gaseous phase were derived, at T = 298.15 K: ?fHmo(2-fluorophenol, g) = -(294.5 +- 1.6) kJ*mol-1, ?fHmo(3-fluorophenol, g) = -(292.8 +- 1.7) kJ*mol-1, and ?fHmo(4-fluorophenol, g) = -(287.6 +- 2.1) kJ*mol-1. The experimental values of the gas-phase enthalpies of formation of each compound were compared with estimates using the empirical scheme developed by Cox and with the calculated values based on high-level density functional theory calculations using the B3LYP hybrid exchange-correlation energy functional at the 6-311++G(d,p) basis set.
10.1021/je9000872
9
54
2517-2526
1
InChI=1S/FH/h1H
KRHYYFGTRYWZRS-UHFFFAOYSA-N
hydrogen fluoride
hydrofluoric acid
FH
2
InChI=1S/CO2/c2-1-3
CURLTUGMZLYLDI-UHFFFAOYSA-N
carbon dioxide
CO2
3
InChI=1S/H2O/h1H2
XLYOFNOQVPJJNP-UHFFFAOYSA-N
water
H2O
4
InChI=1S/O2/c1-2
MYMOFIZGZYHOMD-UHFFFAOYSA-N
oxygen
O2
5
InChI=1S/C6H5FO/c7-5-3-1-2-4-6(5)8/h1-4,8H
HFHFGHLXUCOHLN-UHFFFAOYSA-N
2-fluorophenol
o-fluorophenol
phenol, 2-fluoro-
C6H5FO
1
Commercial source
1
98
2
Stated by supplier
2
Fractional distillation
3
99.9
3
Gas chromatography
6
InChI=1S/C6H5FO/c7-5-2-1-3-6(8)4-5/h1-4,8H
SJTBRFHBXDZMPS-UHFFFAOYSA-N
3-fluorophenol
m-fluorophenol
phenol, 3-fluoro-
phenol, m-fluoro-
C6H5FO
1
Commercial source
1
98
2
Stated by supplier
2
Fractional distillation
3
99.9
3
Gas chromatography
7
InChI=1S/C6H5FO/c7-5-1-3-6(8)4-2-5/h1-4,8H
RHMPLDJJXGPMEX-UHFFFAOYSA-N
4-fluorophenol
p-fluorophenol
phenol, p-fluoro-
C6H5FO
1
Commercial source
1
98
2
Stated by supplier
2
Sublimation
3
99.9
3
Gas chromatography
1
5
1
Principal objective of the work
RDC
TRC
7/13/2012
1
Molar enthalpy of vaporization or sublimation, kJ/mol
Calvet microcalorimetry
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Gas
1
Temperature, K
Liquid
1
298.15
5
1
52.3
3
1
1.6
2
6
1
Principal objective of the work
RDC
TRC
7/13/2012
1
Molar enthalpy of vaporization or sublimation, kJ/mol
Calvet microcalorimetry
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Gas
1
Temperature, K
Liquid
1
298.15
5
1
60.1
3
1
1.8
3
7
1
Principal objective of the work
RDC
TRC
7/13/2012
1
Molar enthalpy of vaporization or sublimation, kJ/mol
Calvet microcalorimetry
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Gas
1
Temperature, K
Crystal
1
298.15
5
1
73.9
3
1
2.8
1
5
1
-1
Liquid
1
1
Solution 1
2
6
Ideal gas
3
2
Liquid
4
-6.5
Ideal gas
Principal objective of the work
PW
TRC
7/13/2012
Combustion with oxygen
1
Molar enthalpy of reaction, kJ/mol
Rotating bomb calorimetry
298.15
5
100
1
1
Data file compiler
Propagation of evaluated standard uncertainties
95
1
-2908
4
1
1.9
2
6
1
-1
Liquid
1
1
Solution 1
2
6
Ideal gas
3
2
Liquid
4
-6.5
Ideal gas
Principal objective of the work
PW
TRC
7/13/2012
Combustion with oxygen
1
Molar enthalpy of reaction, kJ/mol
Rotating bomb calorimetry
298.15
5
100
1
1
Data file compiler
Propagation of evaluated standard uncertainties
95
1
-2901.9
5
1
2
3
7
1
-1
Crystal
1
1
Solution 1
2
6
Ideal gas
3
2
Liquid
4
-6.5
Ideal gas
Principal objective of the work
PW
TRC
7/13/2012
Combustion with oxygen
1
Molar enthalpy of reaction, kJ/mol
Rotating bomb calorimetry
298.15
5
100
1
1
Data file compiler
Propagation of evaluated standard uncertainties
95
1
-2893.3
5
1
2.2