2
0
2010
mon
gon
0
journal
Original
Monte, M. J. S.[Manuel J. S.]
Goncalves, M. V.[Mariana V.]
Ribeiro da Silva, M. D. M. C.[Maria D. M. C.]
J. Chem. Eng. Data
2010
2020-09-29
Vapor Pressures and Enthalpies of Combustion of the Dihydroxybenzoic Acid Isomers
The Knudsen mass-loss effusion technique was used to measure the vapor pressures at different temperatures of the following dihydroxybenzoic acids: 2,3-dihydroxybenzoic acid, between (345.22 and 363.18) K; 2,4-dihydroxybenzoic acid, between (376.22 and 392.11) K; 2,5-dihydroxybenzoic acid, between (372.14 and 388.92) K; 2,6-dihydroxybenzoic acid, between (347.14 and 365.17) K; 3,4-dihydroxybenzoic acid, between (387.12 and 403.26) K; and 3,5-dihydroxybenzoic acid, between (345.22 and 363.18) K. From the temperature dependences of the vapor pressure of the crystalline compounds, the standard (p0 = 105 Pa) molar enthalpies and Gibbs energies of sublimation, at T = 298.15 K, were derived. For each of the six isomers the standard (p0 = 0.1 MPa) molar enthalpy of formation in the crystalline phase was derived from the experimental standard molar energy of combustion, in oxygen, measured by static-bomb combustion calorimetry at T = 298.15 K. The combination of the standard molar enthalpy of formation in the crystalline phase with the standard enthalpy of sublimation yields the standard molar enthalpy of formation in the gaseous phase of the studied compounds.
10.1021/je900777q
6
55
2246-2251
1
InChI=1S/CO2/c2-1-3
CURLTUGMZLYLDI-UHFFFAOYSA-N
carbon dioxide
CO2
2
InChI=1S/H2O/h1H2
XLYOFNOQVPJJNP-UHFFFAOYSA-N
water
H2O
3
InChI=1S/O2/c1-2
MYMOFIZGZYHOMD-UHFFFAOYSA-N
oxygen
O2
4
InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)
GLDQAMYCGOIJDV-UHFFFAOYSA-N
2,3-dihydroxybenzoic acid
benzoic acid, 2,3-dihydroxy-
C7H6O4
1
Commercial source
1
99.4
3
HPLC
2
Sublimation
3
99.99
4
CO2 yield in combustion products
5
InChI=1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)
WXTMDXOMEHJXQO-UHFFFAOYSA-N
2,5-dihydroxybenzoic acid
benzoic acid, 2,5-dihydroxy-
C7H6O4
1
Commercial source
1
99.7
3
HPLC
2
Sublimation
3
99.99
4
CO2 yield in combustion products
6
InChI=1S/C7H6O4/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3,8-9H,(H,10,11)
AKEUNCKRJATALU-UHFFFAOYSA-N
2,6-dihydroxybenzoic acid
benzoic acid, 2,6-dihydroxy-
C7H6O4
1
Commercial source
1
98.8
3
HPLC
2
Sublimation
3
99.88
4
CO2 yield in combustion products
7
InChI=1S/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11)
YQUVCSBJEUQKSH-UHFFFAOYSA-N
3,4-dihydroxybenzoic acid
benzoic acid, 3,4-dihydroxy-
protocatechoic acid
C7H6O4
1
Commercial source
1
99.7
3
HPLC
2
Sublimation
3
99.96
4
CO2 yield in combustion products
8
InChI=1S/C7H6O4/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,8-9H,(H,10,11)
UYEMGAFJOZZIFP-UHFFFAOYSA-N
3,5-dihydroxybenzoic acid
benzoic acid, 3,5-dihydroxy-
C7H6O4
1
Commercial source
1
99.6
3
HPLC
2
Sublimation
3
99.87
4
CO2 yield in combustion products
9
InChI=1S/C7H6O4/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,8-9H,(H,10,11)
UIAFKZKHHVMJGS-UHFFFAOYSA-N
2,4-dihydroxybenzoic acid
.beta.-resorcinolic acid
.beta.-resorcylic acid
4-carboxyresorcinol
4-hydroxysalicylic acid
benzoic acid, 2,4-dihydroxy-
p-hydroxysalicylic acid
C7H6O4
1
Commercial source
1
Sublimation
2
99.99
4
CO2 yield in combustion products
1
4
1
Principal objective of the work
DCT
TRC
11/2/2011
1
Molar enthalpy of transition or fusion, kJ/mol
DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
31.9
3
1
1.2
2
4
1
Principal objective of the work
DCT
TRC
11/2/2011
1
Normal melting temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
476.4
4
1
1.3
3
4
1
Principal objective of the work
DCT
TRC
11/2/2011
1
Vapor or sublimation pressure, kPa
Calculated from knudsen effusion weight loss
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Gas
1
Temperature, K
Crystal
1
345.22
5
1
0.000158
3
1
2.1e-05
1
345.22
5
1
0.000159
3
1
2.1e-05
1
345.22
5
1
0.000157
3
1
2.1e-05
1
347.21
5
1
0.000201
3
1
2.1e-05
1
347.21
5
1
0.000196
3
1
2.1e-05
1
347.21
5
1
0.000197
3
1
2.1e-05
1
349.23
5
1
0.00025
3
1
2.2e-05
1
349.23
5
1
0.000248
3
1
2.2e-05
1
349.23
5
1
0.000246
3
1
2.2e-05
1
351.19
5
1
0.00031
3
1
2.3e-05
1
351.19
5
1
0.000308
3
1
2.3e-05
1
351.19
5
1
0.000308
3
1
2.3e-05
1
353.21
5
1
0.00038
3
1
2.4e-05
1
353.21
5
1
0.000377
3
1
2.4e-05
1
353.21
5
1
0.000377
3
1
2.4e-05
1
355.17
5
1
0.000468
3
1
2.6e-05
1
355.17
5
1
0.000466
3
1
2.6e-05
1
355.17
5
1
0.000468
3
1
2.6e-05
1
357.2
5
1
0.000569
3
1
2.8e-05
1
357.2
5
1
0.000565
3
1
2.8e-05
1
357.2
5
1
0.000564
3
1
2.8e-05
1
359.2
5
1
0.000716
3
1
3.2e-05
1
359.2
5
1
0.000708
3
1
3.2e-05
1
359.2
5
1
0.000711
3
1
3.2e-05
1
361.21
5
1
0.000867
3
1
3.7e-05
1
361.21
5
1
0.000857
3
1
3.6e-05
1
361.21
5
1
0.000861
3
1
3.6e-05
1
363.18
5
1
0.001039
4
1
8.1e-05
1
363.18
5
1
0.001029
4
1
8e-05
1
363.18
5
1
0.001029
4
1
8e-05
4
5
1
Principal objective of the work
DCT
TRC
11/2/2011
1
Molar enthalpy of transition or fusion, kJ/mol
DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
20.8
3
1
3.4
5
5
1
Principal objective of the work
DCT
TRC
11/2/2011
1
Normal melting temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
476.2
4
1
0.5
6
5
1
Principal objective of the work
DCT
TRC
11/2/2011
1
Vapor or sublimation pressure, kPa
Calculated from knudsen effusion weight loss
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Gas
1
Temperature, K
Crystal
1
372.14
5
1
0.00015
3
1
2.1e-05
1
372.14
5
1
0.000146
3
1
2.1e-05
1
372.14
5
1
0.000145
3
1
2.1e-05
1
374.13
5
1
0.000192
3
1
2.1e-05
1
374.13
5
1
0.000182
3
1
2.1e-05
1
374.13
5
1
0.000183
3
1
2.1e-05
1
376.19
5
1
0.000231
3
1
2.2e-05
1
376.19
5
1
0.000221
3
1
2.1e-05
1
378.15
5
1
0.000299
3
1
2.3e-05
1
378.15
5
1
0.000285
3
1
2.2e-05
1
378.15
5
1
0.000287
3
1
2.2e-05
1
380.3
5
1
0.000373
3
1
2.4e-05
1
380.3
5
1
0.000356
3
1
2.4e-05
1
380.3
5
1
0.000364
3
1
2.4e-05
1
382.22
5
1
0.00045
3
1
2.6e-05
1
384.7
4
1
0.000572
3
1
2.8e-05
1
384.7
4
1
0.000574
3
1
2.9e-05
1
386.12
5
1
0.000663
3
1
3.1e-05
1
386.12
5
1
0.000649
3
1
3e-05
1
388.92
5
1
0.000905
3
1
3.8e-05
1
388.92
5
1
0.000871
3
1
3.7e-05
1
388.92
5
1
0.000866
3
1
3.7e-05
7
6
1
Principal objective of the work
DCT
TRC
11/2/2011
1
Vapor or sublimation pressure, kPa
Calculated from knudsen effusion weight loss
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Gas
1
Temperature, K
Crystal
1
347.14
5
1
0.000138
3
1
2.1e-05
1
347.14
5
1
0.000131
3
1
2.1e-05
1
347.14
5
1
0.000133
3
1
2.1e-05
1
349.32
5
1
0.000171
3
1
2.1e-05
1
349.32
5
1
0.000173
3
1
2.1e-05
1
351.02
5
1
0.000204
3
1
2.1e-05
1
351.02
5
1
0.000208
3
1
2.1e-05
1
353.26
5
1
0.000255
3
1
2.2e-05
1
353.26
5
1
0.000249
3
1
2.2e-05
1
355.35
5
1
0.000336
3
1
2.3e-05
1
355.35
5
1
0.000323
3
1
2.3e-05
1
357.2
5
1
0.000401
3
1
2.5e-05
1
357.2
5
1
0.000391
3
1
2.4e-05
1
357.2
5
1
0.000386
3
1
2.4e-05
1
359.28
5
1
0.000491
3
1
2.7e-05
1
359.28
5
1
0.000477
3
1
2.6e-05
1
359.28
5
1
0.000479
3
1
2.6e-05
1
361.38
5
1
0.000609
3
1
2.9e-05
1
361.38
5
1
0.00059
3
1
2.9e-05
1
361.38
5
1
0.000586
3
1
2.9e-05
1
363.19
5
1
0.000713
3
1
3.2e-05
1
363.19
5
1
0.000692
3
1
3.2e-05
1
363.19
5
1
0.000679
3
1
3.1e-05
1
365.17
5
1
0.000881
3
1
3.7e-05
1
365.17
5
1
0.000845
3
1
3.6e-05
1
365.17
5
1
0.000834
3
1
3.6e-05
8
7
1
Principal objective of the work
DCT
TRC
11/2/2011
1
Vapor or sublimation pressure, kPa
Calculated from knudsen effusion weight loss
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Gas
1
Temperature, K
Crystal
1
387.12
5
1
8.9e-05
2
1
2e-05
1
387.12
5
1
8.7e-05
2
1
2e-05
1
387.12
5
1
8.6e-05
2
1
2e-05
1
391.31
5
1
0.000132
3
1
2.1e-05
1
391.31
5
1
0.000133
3
1
2.1e-05
1
391.31
5
1
0.000133
3
1
2.1e-05
1
393.33
5
1
0.000166
3
1
2.1e-05
1
393.33
5
1
0.000164
3
1
2.1e-05
1
393.33
5
1
0.000165
3
1
2.1e-05
1
395.2
4
1
0.000201
3
1
2.1e-05
1
395.2
4
1
0.0002
3
1
2.1e-05
1
395.2
4
1
0.000202
3
1
2.1e-05
1
397.32
5
1
0.000249
3
1
2.2e-05
1
397.32
5
1
0.000253
3
1
2.2e-05
1
397.32
5
1
0.00025
3
1
2.2e-05
1
401.25
5
1
0.000367
3
1
2.4e-05
1
401.25
5
1
0.000367
3
1
2.4e-05
1
401.25
5
1
0.000365
3
1
2.4e-05
1
403.26
5
1
0.000451
3
1
2.6e-05
1
403.26
5
1
0.000452
3
1
2.6e-05
1
403.26
5
1
0.00045
3
1
2.6e-05
9
8
1
Principal objective of the work
DCT
TRC
11/2/2011
1
Molar enthalpy of transition or fusion, kJ/mol
DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
38.3
3
1
1.1
10
8
1
Principal objective of the work
DCT
TRC
11/2/2011
1
Normal melting temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
508.3
4
1
0.5
11
8
1
Principal objective of the work
DCT
TRC
11/2/2011
1
Vapor or sublimation pressure, kPa
Calculated from knudsen effusion weight loss
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Gas
1
Temperature, K
Crystal
1
407.36
5
1
9.8e-05
2
1
2e-05
1
407.36
5
1
9.7e-05
2
1
2e-05
1
407.36
5
1
9.7e-05
2
1
2e-05
1
410.25
5
1
0.00013
3
1
2.1e-05
1
410.25
5
1
0.00013
3
1
2.1e-05
1
410.25
5
1
0.000129
3
1
2.1e-05
1
413.16
5
1
0.000176
3
1
2.1e-05
1
413.16
5
1
0.000179
3
1
2.1e-05
1
413.16
5
1
0.000175
3
1
2.1e-05
1
416.13
5
1
0.000238
3
1
2.2e-05
1
416.13
5
1
0.000237
3
1
2.2e-05
1
416.13
5
1
0.000234
3
1
2.2e-05
1
419.21
5
1
0.000305
3
1
2.3e-05
1
419.21
5
1
0.00031
3
1
2.3e-05
1
419.21
5
1
0.000311
3
1
2.3e-05
1
422.2
5
1
0.000407
3
1
2.5e-05
1
422.2
5
1
0.000409
3
1
2.5e-05
1
422.2
5
1
0.000412
3
1
2.5e-05
1
425.23
5
1
0.000561
3
1
2.8e-05
1
425.23
5
1
0.000563
3
1
2.8e-05
1
425.23
5
1
0.000561
3
1
2.8e-05
12
9
1
Principal objective of the work
DCT
TRC
11/2/2011
1
Vapor or sublimation pressure, kPa
Calculated from knudsen effusion weight loss
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Gas
1
Temperature, K
Crystal
1
376.22
5
1
0.000198
3
1
2.1e-05
1
376.22
5
1
0.000192
3
1
2.1e-05
1
376.22
5
1
0.000195
3
1
2.1e-05
1
377.32
5
1
0.000224
3
1
2.2e-05
1
377.32
5
1
0.000217
3
1
2.1e-05
1
377.32
5
1
0.00022
3
1
2.1e-05
1
379.13
5
1
0.000269
3
1
2.2e-05
1
379.13
5
1
0.00026
3
1
2.2e-05
1
379.13
5
1
0.000264
3
1
2.2e-05
1
381.15
5
1
0.000332
3
1
2.3e-05
1
381.15
5
1
0.000315
3
1
2.3e-05
1
381.15
5
1
0.000319
3
1
2.3e-05
1
383.13
5
1
0.000399
3
1
2.4e-05
1
383.13
5
1
0.000388
3
1
2.4e-05
1
383.13
5
1
0.00039
3
1
2.4e-05
1
385.12
5
1
0.000501
3
1
2.7e-05
1
385.12
5
1
0.000489
3
1
2.6e-05
1
385.12
5
1
0.000493
3
1
2.7e-05
1
387.17
5
1
0.000613
3
1
3e-05
1
387.17
5
1
0.000591
3
1
2.9e-05
1
387.17
5
1
0.000593
3
1
2.9e-05
1
389.35
5
1
0.000762
3
1
3.4e-05
1
389.35
5
1
0.000732
3
1
3.3e-05
1
389.35
5
1
0.000741
3
1
3.3e-05
1
391.3
5
1
0.000916
3
1
3.8e-05
1
391.3
5
1
0.000884
3
1
3.7e-05
1
391.3
5
1
0.000893
3
1
3.7e-05
1
392.11
5
1
0.000988
3
1
4e-05
1
392.11
5
1
0.000961
3
1
3.9e-05
1
392.11
5
1
0.000955
3
1
3.9e-05
1
4
1
-1
Crystal
1
7
Ideal gas
2
3
Liquid
3
-6.5
Ideal gas
Principal objective of the work
DCT
TRC
11/2/2011
Combustion with oxygen
1
Specific internal energy of reaction at constant volume, J/g
Static bomb calorimetry
298.15
5
101.325
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
1
-18363.4
6
1
9
2
9
1
-1
Crystal
1
7
Ideal gas
2
3
Liquid
3
-6.5
Ideal gas
Principal objective of the work
DCT
TRC
11/2/2011
Combustion with oxygen
1
Specific internal energy of reaction at constant volume, J/g
Static bomb calorimetry
298.15
5
101.325
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
1
-18266.4
6
1
9.5
3
5
1
-1
Crystal
1
7
Ideal gas
2
3
Liquid
3
-6.5
Ideal gas
Principal objective of the work
DCT
TRC
11/2/2011
Combustion with oxygen
1
Specific internal energy of reaction at constant volume, J/g
Static bomb calorimetry
298.15
5
101.325
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
1
-18341.9
6
1
6
4
6
1
-1
Crystal
1
7
Ideal gas
2
3
Liquid
3
-6.5
Ideal gas
Principal objective of the work
DCT
TRC
11/2/2011
Combustion with oxygen
1
Specific internal energy of reaction at constant volume, J/g
Static bomb calorimetry
298.15
5
101.325
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
1
-18351.9
6
1
13.3
5
7
1
-1
Crystal
1
7
Ideal gas
2
3
Liquid
3
-6.5
Ideal gas
Principal objective of the work
DCT
TRC
11/2/2011
Combustion with oxygen
1
Specific internal energy of reaction at constant volume, J/g
Static bomb calorimetry
298.15
5
101.325
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
1
-18328.7
6
1
17.7
6
8
1
-1
Crystal
1
7
Ideal gas
2
3
Liquid
3
-6.5
Ideal gas
Principal objective of the work
DCT
TRC
11/2/2011
Combustion with oxygen
1
Specific internal energy of reaction at constant volume, J/g
Static bomb calorimetry
298.15
5
101.325
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
1
-18339.5
6
1
15.1