Supplementary Material. Pankow and Asher (2008) “SIMPOL.1: A Simple Group
Contribution Method for Predicting Vapor Pressures and Enthalpies of Vaporization of
Multifunctional Organic Compounds” ACP-2007-0285, Atmospheric Chemistry and Physics.
Functional Form of Vapor Pressure Parameterizations and Data Sources
1. When utilized in this work, the form of the Antoine parameterization is that described by
[Reid et al., 1987]:
pLo atm  0.9869  10
(0.1)
  A  B T  C 
(0.2)
1
The values of the coefficients A, B, and C utilized were found, or derived in this work, using the
sources given in Sections 1.11.22. In the case of coefficients derived in this work, these were
determined from experimental vapor pressures by minimizing the goodness-of-fit function
NT
2    Tn   log  pexp Tn  
2
(0.3)
n 1
where pexp(Tn) is the experimentally measured vapor pressure at temperature Tn. The
minimization was performed by the “Solver” feature in Microsoft Excel 2000 (9.0.6926 SP-3).
In cases when the primary data involved the sublimation vapor pressure ( pSo ), conversion to
sub-cooled liquid vapor pressure ( p Lo ) values proceeded using Prausnitz, [1969]:
p Lo atm   10 
  log10 pSo 
(0.4)
 Tmp  T 
H fus
2.30259 R Tmp  T 
(0.5)
where Tmp (K) is the melting point,  H fus (J mol-1) is the molar heat of fusion at Tmp, and R (J
mol-1 K-1) is the gas constant.
1.1. Antoine coefficients for sub-cooled liquid-phase vapor pressures were derived from solidphase vapor pressure data and  H fus values measured by Verevkin [1998].
1.2. Antoine coefficients for sub-cooled liquid-phase vapor pressures were derived from solidphase vapor pressure data measured by Aihara [1960]. Values for  H fus for these compounds
were estimated using the method of Jain et al. [2004].
1.3. Antoine coefficients for sub-cooled liquid-phase vapor pressures were derived from solidphase vapor pressure data and  H fus values measured by Verevkin [1999].
1.4. Antoine coefficients for sub-cooled liquid-phase vapor pressures were derived from solidphase vapor pressure data and  H fus values measured by Rai and Mandal [1990].
1
1.5. Antoine coefficients for sub-cooled liquid-phase vapor pressures were derived from solidphase vapor pressure data measured by Davies et al. [1959]. Values for  H fus for these
compounds were estimated using the method of Jain et al. [2004].
1.6. Antoine coefficients were obtained from Lemmon et al. [2000].
1.7. Antoine coefficients were derived by fitting reduced-pressure boiling point data obtained
from the Beilstein Crossfire Online Database – BS0303PR
(http://www.beilstein.com).
1.8. Antoine coefficients for sub-cooled liquid-phase vapor pressures were derived from solidphase vapor pressure data and values for  H fus from Monte and Hillesheim [2001a].
1.9. Antoine coefficients were derived from liquid-phase vapor pressure data measured by
Nelson and Wales [1925].
1.10. Antoine coefficients were derived from liquid-phase vapor pressure data measured by
Hatton et al. [1962].
1.11. Antoine coefficients were derived from liquid-phase vapor pressure data measured by
Katayama [1988].
1.12. Antoine coefficients for sub-cooled liquid-phase vapor pressures were derived from solidphase vapor pressures measured by Roux et al. [1998].  H fus for dimethyl-benzene-1,3dicarboxylate was obtained from Steele et al. [1997].  H fus for dimethyl-benzene-1,4dicarboxylate was obtained from the Beilstein Crossfire Online Database – BS0303PR
(http://www.beilstein.com).
1.13. Antoine coefficients were derived from vapor pressure data measured by Verevkin et al.
[1998].
1.14. Antoine coefficients for sub-cooled liquid-phase vapor pressures were derived from solidphase vapor pressure data and values for  H fus from Monte and Hillesheim [2001b].
1.15. Antoine coefficients were derived from solid-phase vapor pressure data measured by
Colomina et al. [1985]. Values of  H fus for these compounds were estimated using the method
of Jain et al. [2004].
1.16. Antoine coefficients were derived from solid-phase vapor pressure data and  H fus values
measured by Lee et al. [1997]
1.17. Antoine coefficients were derived from solid-phase vapor pressure data from Oja and
Suuberg [1999]. Values of  H fus for these compounds were obtained from Shafizadeh et al.
[1970]
1.18. Antoine coefficients were derived from liquid-phase vapor pressure data from Vacek and
Stanek [1959].
2
1.19. Antoine coefficients were derived from solid-phase vapor pressure data from Edwards
[1950]. Values of  H fus for these compounds were obtained from Lemmon et al. [2000].
1.20. Antoine coefficients were derived from solid-phase vapor pressure data from Ribeiro da
Silva et al. [1992]. Values of  H fus for these compounds were obtained from Lemmon et al.
[2000].
1.21. Antoine coefficients were derived from solid-phase vapor pressure data and  H fus values
measured by Monte and Hillesheim [2001c].
1.22. Antoine coefficients were derived from solid-phase vapor pressure data from Ribeiro da
Silva et al. [1999a].  H fus values for 2-nitrobenzoic acid, 3-nitrobenzoic acid, and 4nitrobenzoic acid were obtained from Ribiero da Silva et al. [1999a].  H f u s values for the
methoxy nitrobenzoic acids were estimated using the method of Jain et al. [2004].
1.23 Antoine coefficients for sub-cooled liquid phase derived from sublimation vapor pressure
data measured by Davies and Thomas [1960], Tao and McMurray [1989], Ribeiro da Silva et al.
[1999b], Chattopadhyay and Ziemann [2005], Koponen et al. [2007], and Cappa et al. (2007) and
sub-cooled liquid vapor pressures from Bilde et al. [2003].  H fus for propanedioic acid is taken
from Hansen and Beyer [2004],  H fus for butanedioic, pentanedioic, hexanedioic, heptanedioic,
octanedioic, nonanedioic, decanedioic, undecanedioic, and dodecanedioic acid from Roux et al.
[2005].
1.24 Antoine coefficients for sub-cooled liquid phase derived from sublimation vapor pressure
data provided by Prof. C.D. Cappa [personal communication, 2008].  H fus estimated using the
method of Jain et al. [2004].
1.25 Antoine coefficients for sub-cooled liquid phase derived from sublimation vapor pressure
data provided by Prof. C.D. Cappa [personal communication, 2008] and Ribeiro da Silva et al.
[2001].  H fus estimated using the method of Jain et al. [2004].
1.26 Antoine coefficients for sub-cooled liquid phase derived from sublimation vapor pressure
data provided by Ribeiro da Silva et al. [2001].  H fus estimated using the method of Jain et al.
[2004].
1.27 Antoine coefficients for sub-cooled liquid phase derived from sublimation vapor pressure
data provided by Bilde and Pandis [2001].  H fus estimated using the method of Jain et al.
[2004].
1.28 Antoine coefficients for sub-cooled liquid phase derived from sublimation vapor pressure
data provided by Chattopadhyay and Ziemann [2005].  H fus estimated using the method of Jain
et al. [2004].
3
2. When utilized in this work, the coefficients are for the form of the Antoine parameterization
described by Rohac et al. [1999]:
 B 
ln  pLo   A  

T C 
(0.6)
for p Lo in kPa and T in Kelvin.
3. When utilized in this work, the form of the modified Clausius-Clapeyron equation is
 B   
A
 A  
 1.8 1    0.8 ln   
pLo atm   exp  
 T  
 R A   T 
(0.7)
(e.g., see Schwarzenbach et al., 1993) where R (J mol-1 K-1) is the gas constant, B =  H vap (J
mol-1) is the molar heat of vaporization, and A = Tbp (K) is the boiling point at 1 atm of pressure.
3.1. Values of A = Tbp were taken from Brown and Stein [2000]. Values of B =  H vap were
taken from Lemmon et al. [2000].
3.2. Values of A = Tbp were taken from Brown and Stein [2000]. Values of B =  H vap were
derived by fitting reduced-pressure boiling point data taken from Beilstein Crossfire Online
Database – BS0303PR (http://www.beilstein.com) to Eq.((0.7)).
3.3. Values of A = Tbp taken from Beilstein Crossfire Online Database – BS0303PR
(http://www.beilstein.com). Values of B =  H vap were taken from Lemmon et al. [2000].
4. Clausius-Clapeyron parameterization in the form:
log pLo  A 
B
T
(0.8)
4.1. Coefficients A and B provided by Schwarzenbach et al. [1988] for sub-cooled liquid vapor
pressures with pLo in units of atm.
4.2. Coefficients A and B provided by Egerton et al. [1951] with p Lo in units of Torr.
4.3. Coefficients A and B provided by Bruckmann and Willner [1983] with p Lo in units of Torr.
4
Table 1. Saturated and Aromatic Oxygenated Compounds in the SIMPOL.1 Basis and Test Sets Not Found in Asher
et al. [2002] or Asher and Pankow [Asher and Pankow, 2006] and their Vapor Pressure Parameterizations.
Compound
Formula
TMIN
(K)
TMAX
(K)
Method/
Source
Units
for pLo
A
B
C
2-ethyl-hexanoic acid
4-hydroxybiphenyl
2-hydroxybiphenyl
4-(phenylmethyl)-phenol
2-methyl-4-(t-butyl)-phenol
2,4,6-tri-(t-butyl)-phenol
4-hydroxy-benzaldehyde
1-(4-hydroxyphenyl)-ethanone
4-(t-butyl)-phenol
2-(t-butyl)-4-methylphenol
5-methyl-2-(t-butyl)-phenol
1-napthol
2-napthol
4-ethyl benzoic acid
4-propyl-benzoic acid
4-butyl-benzoic acid
4-pentyl-benzoic acid
4-hexyl-benzoic acid
propanedioic acid
butanedioic acid
pentanedioic acid
hexanedioic acid
heptanedioic acid
octanedioic acid
nonanedioic acid
decanedioic acid
dodecanedioic acid
3-methyl-hexanedioic acid
2,2-dimethyl-butanoic acid
2-methyl-butanedioic acid
2-methyl-pentanedioic acid
2,2-dimethyl-pentanedioic acid
pinic acid
norpinic acid
2-oxopentanedioic acid
3-oxopentanedioic acid
2-oxohexanedioic acid
3-oxohexanedioic acid
5-oxononanedioic acid
15-hydroxypentadecanoic acid
16-hydroxyhexadecanoic acid
12-hydroxyoctadecanoic acid
a
NA = Not Applicable
C8H16O2
C12H10O
C12H10O
C13H12O
C11H16O
C18H30O
C7H6O2
C8H8O2
C10H14O
C11H16O
C11H16O
C10H8O
C10H8O
C9H10O2
C10H12O2
C11H14O2
C12H16O2
C13H18O2
C3H4O4
C4H6O4
C5H8O4
C6H10O4
C7H12O4
C8H14O4
C9H16O4
C10H18O4
C12H22O4
C7H12O4
C6H10O4
C5H8O4
C6H10O4
C7H12O4
C9H14O4
C8H12O4
C5H6O5
C5H6O5
C6H8O5
C6H8O5
C9H14O5
C15H30O3
C16H32O3
C18H36O3
154.75
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
273.15
500.7
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
393.15
3.1
1.1
1.1
1.2
1.2
1.2
1.2
1.2
1.3
1.3
1.3
1.4
1.4
1.25
1.25
1.25
1.25
1.25
1.23
1.23
1.23
1.23
1.23
1.23
1.23
1.23
1.23
1.24
1.25
1.26
1.26
1.26
1.27
1.27
1.28
1.28
1.28
1.28
1.28
1.28
1.28
1.28
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
500.7
4.70776383
5.54610878
5.07006745
5.19868532
5.49062056
5.02355003
4.96236776
6.09100407
5.82327537
6.04871460
5.47148128
5.46967874
7.315550084
7.500559464
7.314088878
7.630760454
16.72944709
9.444076784
7.533114587
11.73355553
9.618958622
8.478132988
8.947826981
7.729636056
7.383558993
5.626216757
9.688191628
13.66695202
9.119138587
9.85983716
9.697570108
6.519500127
-3.98399294
6.52784412
14.8913223
9.40230255
12.0022605
5.25311988
0.58205751
1.444024305
-0.579115642
75.6
3000.2367
3000.4302
3001.3786
2999.7694
3000.1363
3000.8096
3001.2275
3000.2064
2999.6694
3000.0040
3000.2975
3000.6935
3973.0373
4114.7733
4208.0865
4480.8510
7588.8791
5000.3301
4527.6472
5904.6491
5316.6864
5115.6289
5402.8809
5173.5101
4770.9826
4332.6180
5799.8683
6631.9761
4863.9746
5109.6502
5108.3036
4585.5913
1167.2830
3961.9590
7157.3561
5183.2423
6560.4963
4452.2311
2763.8938
3113.9762
2650.6926
NAa
-19.2077
-23.46
-44.1157
-9.04344
-17.0523
-31.7091
-40.8163
-18.6034
-6.89021
-14.1917
-20.5635
-29.2126
-0.421310
-0.493004
-0.30745
-0.34602
-0.50701
0.192797
-9.136332
0.687861
-9.808281
0.533759
0.563080
8.864128
-12.3778
-0.250127
-6.570249
-0.469956
-0.515560
-0.948069
-0.470617
-0.37386
-0.20076
-0.79579
-0.79953
-0.88258
-1.23690
-0.85050
-0.30403
-0.35441
-0.32962
5
Table 2. Amides in the SIMPOL.1 Basis and Test Sets and their Vapor Pressure Parameterizations.
Compound
Formula
TMIN TMAX Method/
(K) (K)
Source
octanamide
heptanamide
hexanamide
pentanamide
butyramide
formamide
propanamide
acetamide
butyl-acetamide
n-methyl-butyramide
ethyl-formamide
methyl-acetamide
methyl-formamide
C8H17NO
C7H15NO
C6H13NO
C5H11NO
C4H9NO
CH3NO
C3H7NO
C2H5NO
C6H13NO
C5H11NO
C3H7NO
C3H7NO
C2H5NO
C9H17NO
C8H17NO
C5H11NO
C5H11NO
C4H9NO
C3H7NO
C6H11NO
325
345
338
333
298
343
318
298
261
352
243
303
268
312
308
228
303
303
303
336
n,n-dimethyl-cyclohexane-carboxamide
n,n-diethyl-butanamide
dimethyl-propanamide
diethyl-formamide
dimethyl-acetamide
dimethyl-formamide
1-methyl-piperidin-2-one
a
NA = Not Applicable
374
366
368
374
341
634
346
349
502
429
471
363
456
393
479
448
363
363
363
496
1.5
1.5
1.5
1.5
1.5
1.6
1.5
1.5
3.1
1.7
3.1
1.6
3.1
1.7
1.7
3.1
1.6
1.6
1.6
1.7
6
Units
for pLo
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
A
2.98625039
2.96863086
3.24706267
3.50524533
3.79284235
7.5852
3.80708626
4.54802005
502
6.93228177
471.2
-0.06922
455.7
7.08562742
4.25473575
447.7
5.06358
6.09451
3.93068
4.11508797
B
C
1791.9555
1796.5450
1789.6416
1788.1264
1786.0878
3881.305
1785.642
2003.6692
76
2711.3609
58.44
144.114
56.19
3403.4356
1732.7303
52.89
2046.3630
2725.9600
1337.7160
1781.2912
-100.1569
-88.72823
-86.06252
-80.58214
-80.55015
27.655
-75.03003
-69.76276
NAa
-77.11400
NA
-277.873
NA
-10.87568
-75.49241
NA
-35.77400
28.20900
-82.65000
-71.93089
Table 3. Amines in the SIMPOL.1 Basis and Test Sets and their Vapor Pressure Parameterizations.
TMIN TMAX Method/ Units
Compound
Formula
A
B
(K) (K)
Source for pLo
hexylamine
1,2-ethane-diamine
1-pentylamine
1-butylamine
isobutylamine
2-butylamine
1-propylamine
tert-butylamine
2-propylamine
ethylamine
methylamine
dibutylamine
n-propyl-1-propanamine
dimethyl-hydroxylamine
n-methyl-1-butanamine
n-(1-methylethyl)-2-propanamine
diethylamine
isopropyl-methylamine
dimethylamine
triethylamine
trimethylamine
4-amino-3-methylbenzoic
3-amino-4-methylbenzoic
3-amino-2-methylbenzoic
2-amino-6-methylbenzoic
2-amino-5-methylbenzoic
2-amino-3-methylbenzoic
o-amino-toluene
1-amino-2,4-dimethylbenzene
1-amino-4-ethylbenzene
1-amino-2,6-dimethylbenzene
m-amino-toluene
p-amino-toluene
n-ethyl-n-phenylamine
n-methyl-phenylamine
n,n-dimethyl-n-phenyl-amine
phenylamine
methyl-n-phenyl-amine
1-(diethylamino)-2-propanone
1-(dimethylamino)-2-propanone
triethanolamine
a
NA = Not Applicable
C6H15N
C2H8N2
C5H13N
C4H11N
C4H11N
C4H11N
C3H9N
C4H11N
C3H9N
C2H7N
CH5N
C8H19N
C6H15N
C2H7NO
C5H13N
C6H15N
C4H11N
C4H11N
C2H7N
C6H15N
C3H9N
C8H9NO2
C8H9NO2
C8H9NO2
C8H9NO2
C8H9NO2
C8H9NO2
C7H9N
C8H11N
C8H11N
C8H11N
C7H9N
C7H9N
C8H11N
C7H9N
C8H11N
C6H7N
C7H9N
C7H15NO
C5H11NO
C6H15NO3
258
300
218
224
223
169
296
292
277
191
190
211
210
291
198
177
304
n.a.
201
323
193
367
363
367
339
345
343
252
325
325
317
241
315
323
323
302
304
302
311
300
290
3.1
1.6
3.1
3.1
1.6
3.1
1.6
1.6
1.6
1.6
1.6
3.1
3.1
1.6
3.1
3.1
1.6
3.1
1.6
1.6
1.6
1.8
1.8
1.8
1.8
1.8
1.8
3.1
1.6
1.6
1.6
3.1
3.1
1.6
1.9
1.6
1.10
1.6
1.7
1.7
1.7
403
391
375
351
342
336
351
348
334
290
267
430
383
363
364
357
334
325
280
367
277
383
377
381
355
361
343
473
485
491
491
476
473
480
473
466
457
458
432
399
390
7
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
403
4.22368
375
351
4.41304
336
4.05136
3.90694
4.01507
4.45586
4.5199
430
383
4.67111
364.2
357
2.86193
324.7
4.29371
2.98368
4.01613
7.46559491
7.40280084
4.20102715
4.62093277
4.56178158
4.55909601
473
5.18072
5.07568
4.70051
476
4.71884
5.64275
4.99409
4.83003
4.34541
4.8271
4.75094205
1.74075706
7.93043866
45.13
1302.256
40.15
35.84
1317.873
32.64
1044.028
992.719
985.65
1121.445
1034.977
49.47
40.1
1405.452
32.9
34.72
559.071
30.93
995.445
695.814
970.297
4382.9157
4382.5272
2615.3446
2614.7784
2614.4038
2614.2022
57.9
2293.277
2318.392
2157.756
45.6
1961.716
2809.017
2226.576
2117.236
1661.858
2003.528
1893.0129
325.94917
4389.6929
C
NAa
-81.788
NA
NA
-42.421
NA
-62.314
-62.727
-59.079
-37.854
-37.574
NA
NA
-72.215
NA
NA
-132.974
NA
-47.869
-128.271
-34.06
-22.73268
-11.12597
-73.49192
-73.65167
-65.50829
-61.23092
NA
-41.261
-33.508
-32.151
NA
-57
20.856
-22.456
-27.606
-74.048
-41.973
-33.68959
-208.9975
-30.89348
Table 4. Esters in the SIMPOL.1 Basis and Test Sets and their Vapor Pressure Parameterizations.
TMIN TMAX Method/ Units
Compound
Formula
A
B
(K) (K)
Source for pLo
n-butyl-benzoate
2-methyl-propyl-benzoate
ethyl-2-butoxy-ethanoate
n-propyl-benzoate
phenyl-methyl-ethanoate
ethyl-benzoate
methyl-benzoate
acetic-acid,-phenyl-ester
methyl-heptanoate
hexyl-ethanoate
ethyl-hexanoate
1-methyl-propyl-butanoate
propyl-pentanoate
ethyl-4-methyl-pentanoate
1-methyl-ethyl-pentanoate
propyl-3-methyl-butanoate
2-methyl-propyl-butanoate
2-methyl-propyl-2-methyl-propanoate
methyl-pentanoate
ethyl-butanoate
methyl-3-methyl-butanoate
2-methyl-propyl-ethanoate
ethyl-2-methyl-propanoate
dimethyl-1,2-benzenedicarboxylate
dimethyl-benzene-1,3-dicarboxylate
dimethyl-benzene-1,4-dicarboxylate
dimethyl-cyclohexane-1,3-dicarboxylate
diethyl-hexanedicarboxylate
di-n-butyl-ethanedicarboxylate
diethyl-cyclopentane-1,1-dicarboxylate
diethyl-cyclopropane-1,1-dicarboxylate
diethyl-ethanedicarboxylate
1,2-ethanediol-diacetate
dimethyl-propanedicarboxylate
diethyl-cyclobutane-1,1-dicarboxylate
ethyl-cyclopentanecarboxylate
ethyl-cyclobutanecarboxylate
methyl-cyclobutanecarboxylate
ethyl-cyclopropanecarboxylate
methyl-cyclopropanecarboxylate
ethyl-2-propoxyethanoate
methyl-dimethoxyethanoate
a
C11H14O2
C11H14O2
C8H16O3
C10H12O2
C9H10O2
C8H8O2
C8H8O2
C8H8O2
C8H16O2
C8H16O2
C8H16O2
C8H16O2
C8H16O2
C8H16O2
C8H16O2
C8H16O2
C8H16O2
C8H16O2
C6H12O2
C6H12O2
C6H12O2
C6H12O2
C6H12O2
C10H10O4
C10H10O4
C10H10O4
C10H16O4
C10H18O4
C10H18O4
C11H18O4
C9H14O4
C6H10O4
C6H10O4
C5H8O4
C10H16O4
C9H14O4
C8H12O4
C7H10O4
C7H10O4
C6H8O4
C7H14O3
C5H10O4
374
370
210
359
319
239
333
311
323
330
298
273
202
284
324
281
277
277
273
255
254
252
249
324
294
311
357
350
356
293
288
320
336
308
288
274
273
268
278
273
273
325
474
467
465
458
429
485
438
469
447
445
441
424
441
433
438
429
430
421
410
394
390
391
383
552
309
330
551
524
513
323
318
459
466
454
318
308
308
323
308
313
452
344
NA = Not Applicable
8
1.11
1.11
3.1
1.11
1.6
3.1
1.11
1.6
1.7
1.7
1.7
3.1
3.1
1.6
3.2
1.6
1.6
1.6
3.1
1.6
1.6
1.6
1.6
2
1.12
1.12
1.7
1.6
3.2
1.13
1.13
1.6
1.7
1.6
1.13
1.13
1.13
1.13
1.13
1.13
3.1
1.7
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
kPa
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
5.574224
5.24134
465.2
4.71837
2.34301
485
3.701407
5.02585
4.178764
4.086754
4.058232
424.65
440.7
4.69631
438.05
4.7678
4.75676
4.76033
410
4.33187
4.52819
4.53676
4.48202
14.82359
3.370812
6.465142
4.01033
5.26245
513
0.365182
0.602863
5.98158
6.36566
5.22732
0.471713
0.862263
0.975704
0.626052
1.622442
1.60185
452
1.957257
2552.706
2550.831
59.54
2185.719
791.918
45.19
1354.186
2174.699
1449.989
1449.005
1448.492
47
40
1847.593
38.5
1873.942
1927.291
1806.356
43.1
1509.443
1582.466
1625.875
1536.985
4660.937
1795.995
3374.277
1813.998
2572.141
52
531.396
530.6848
2537.141
2933.612
2143.666
530.8136
470.0863
448.3845
282.3435
510.881
434.8424
55.62
479.2967
C
-49.4701
-22.973
NAa
-39.467
-175.864
NA
-108.104
-36.045
-98.7947
-88.9979
-83.9931
NA
NA
-40.092
NA
-35.977
-25.089
-40.698
NA
-45.284
-40.123
-32.494
-39.904
-99.10860
-93.4013
-13.1114
-94.748
-34.746
NA
-187.068
-181.491
-34.06
0.0328626
-43.448
-183.234
-168.379
-162.792
-188.782
-154.414
-162.377
NA
-206.293
Table 5. Ethers in the SIMPOL.1 Basis and Test Sets and their Vapor Pressure Parameterizations.
TMIN TMAX Method/ Units
Compound
Formula
A
B
C
(K) (K)
Source for pLo
diethyl ether
1-butoxy-2-ethoxyethane
1,2-dipropoxyethane
1-(2-methoxyethoxy)-butane
1,3-diethoxypropane
1,2-epoxy-3-isopropoxy-propane
1,1-dimethoxybutane
dimethoxy-methane
2-n-butoxy-1-ethanol
2-(2-methylpropoxy)-ethanol
2-(2-methoxyethoxy)-tetrahydro-2H-pyran
2-methoxy-tetrahydro-pyran
2-phenyl-1,3-dioxolane
1,3-dioxacyclooctane
5,5-dimethyl-1,3-dioxane
4,4-dimethyl-1,3-dioxane
1,3-dioxepan
cis-2,4-dimethyl-1,3-dioxane
trans-2,2,4,6-tetramethyl-1,3-dioxane
4-methyl-1,3-dioxane
1,3-dioxane
1,4-dioxane
1,3-dioxolan
1,1-dimethoxy-2-butene
1,1-dimethoxy-ethene
3-(3,4-dimethoxyphenyl)-propanoic acid
3,4-dimethoxybenzoicacid
3,5-dimethoxybenzoicacid
2,6-dimethoxybenzoicacid
3-(4-methoxyphenyl)-propanoic acid
3-(2-methoxyphenyl)-propanoic acid
4-methoxy-benzaldehyde
4-methoxy-phenol
(phenoxymethyl)-oxirane
2,4-dimethoxybenzoic-acid
2,3-dimethoxybenzoic-acid
levoglucosan
a
C4H10O
C8H18O2
C8H18O2
C7H16O2
C7H16O2
C6H12O2
C6H14O2
C3H8O2
C6H14O2
C6H14O2
C8H16O3
C6H12O2
C9H10O2
C6H12O2
C6H12O2
C6H12O2
C5H10O2
C6H12O2
C8H16O2
C5H10O2
C4H8O2
C4H8O2
C3H6O2
C6H12O2
C4H8O2
C11H14O4
C9H10O4
C9H10O4
C9H10O4
C10H12O3
C10H12O3
C8H8O2
C7H8O2
C9H10O2
C9H10O4
C9H10O4
C6H10O5
250
273
273
273
273
273
273
273
299
344
273
273
273
273
273
299
195
273
273
273
230
293
280
273
273
352
355
359
355
341
331
283
329
435
435
420
414
405
387
308
443
432
471
401
413
407
398
406
392
391
385
387
378
374
355
399
362
366
379
378
378
357
347
522
276
346
336
344
518
367
356
386
NA = Not Applicable
9
1.6
3.1
3.1
3.1
3.1
3.1
3.1
1.6
1.6
1.6
3.1
3.1
3.1
3.1
3.1
1.6
3.1
3.1
3.1
3.1
3.1
1.6
1.6
3.3
3.3
1.14
1.15
1.15
1.15
1.14
1.14
1.7
1.16
3.1
1.15
1.15
1.17
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
4.022
435
435
420
413.7
404.7
387
4.029975
4.25626
4.73287
471.3
401.7
413
407
398
4.69235
392
390.65
384.65
387.2
378.7
4.58135
4.11859
399
362
7.756857
2.097138
6.221483
5.065479
7.941833
4.844668
5.395640
7.871883
518.2
2.168045
2.771580
11.21204
1062.64
50.94
50.62
47.83
45.92
43.5
41.7
1068.35
1511.414
1766.888
60
42.7
62.13
44.8
41
1805.43
41.293
40
41.9
39
39.09
1570.093
1237.377
43.26
35.4
4306.957
1788.771
3502.410
3089.971
4306.262
2614.925
2712.836
3998.240
69.85
1798.434
1789.141
6218.366
-44.93
NAa
NA
NA
NA
NA
NA
-50.409
-88.815
-59.128
NA
NA
NA
NA
NA
-21.161
NA
NA
NA
NA
NA
-31.297
-48.735
NA
NA
-38.27643
-128.2405
-60.2279
-67.7979
-17.41505
-78.08624
-19.35678
13.38746
NA
-126.5433
-121.5258
0.277922
Table 6. Nitrates in the SIMPOL.1 Basis and Test Sets and their Vapor Pressure Parameterizations.
TMIN TMAX Method/ Units
Compound
Formula
A
B
C
(K) (K)
Source for pLo
phenylmethyl-nitrate
3-methylbutyl-nitrate
butyl-nitrate
2-methylpropyl-nitrate
propylnitrate
1-methylethyl-nitrate
ethyl-nitrate
cyclohexane-nitrate
cyclopental-nitrate
2-nitro-2-[(nitrooxy)methyl]-1,3propanediol-dinitrate
1,2,3-propanetrinitrate
2,2’-oxybis-ethanol-dinitrate
C7H7NO3
C5H11NO3
C4H9NO3
C4H9NO3
C3H7NO3
C3H7NO3
C2H5NO3
C6H11NO3
C5H9NO3
315
278
273
273
273
273
273
310
325
393
421
343
343
343
343
333
454
434
1.7
1.6
1.6
1.6
1.6
1.6
1.6
1.7
1.7
atm
atm
atm
atm
atm
atm
atm
atm
atm
6.06887
4.74613
5.46933
5.32531
4.86209
3.54496
4.28523
6.04373
6.46142
2756.749
1785.807
2177.065
2045.425
1721.723
1018.568
1337.035
2754.808
2755.340
-23.1218
-43.975
-4.855
-8.996
-27.66
-89.622
-48.37
6.99462
-2.42039
C4H6N4O11
313
353
1.18
atm
2.91814
3003.350
-34.1217
C3H5N3O9
C4H8N2O7
293
288
453
333
1.7
1.18
atm
atm
5.95578
10.6353
2759.095
4356.373
-71.7407
-19.4235
10
Table 7. Nitro-Containing Compounds in the SIMPOL.1 Basis and Test Sets and their Vapor Pressure
Parameterizations.
TMIN TMAX Method/ Units
Compound
Formula
A
B
C
(K) (K)
Source for pLo
2,4,6-trinitrotoluene
1-nitrobutane
2-nitrobutane
3-nitro-1-propanol
3-nitro-2-pentanol
3-nitro-2-butanol
nitro-ethanol
2-nitro-1-propanol
methyl-4-nitrobutanoate
ethyl-nitroacetate
ethyl-2-nitropropionate
methyl-2-nitro-propionate
methyl-nitroacetate
1-nitromethyl-1-cyclohexanol
3-nitro-2-butanone
3-nitrophenol
4-nitrophenol
4-(1-methylpropyl)-2-nitrophenol
5-methyl-2-nitrophenol
4-methyl-2-nitrophenol
3-methyl-2-nitrophenol
2-nitrophenol
5-methyl-2-nitrobenzoic acid
2-methyl-6-nitrobenzoic acid
4-methyl-3-nitrobenzoic acid
2-nitrobenzoic acid
3-nitrobenzoic acid
3-methyl-2-nitrobenzoic acid
3-methyl-4-nitrobenzoic acid
2-methyl-3-nitrobenzoic acid
4-nitrobenzoic acid
6-methyl-2,4-dinitrophenol
2,4-dinitrophenol
2,5-dinitrophenol
4-formyl-2-nitrophenol
4-methoxy-2-nitrophenol
3-methoxy-2-nitrobenzoic acid
4-methoxy-3-nitrobenzoic acid
3-methoxy-4-nitrobenzoic acid
a
NA = Not Applicable
C7H5N3O6
C4H9NO2
C4H9NO2
C3H7NO3
C5H11O3
C4H9NO3
C2H5NO3
C3H7NO3
C5H9NO4
C4H7NO4
C5H9NO4
C4H7NO4
C3H5NO4
C7H13NO3
C4H7NO3
C6H5NO3
C6H5NO3
C10H13NO3
C7H7NO3
C7H7NO3
C7H7NO3
C6H5NO3
C8H7NO4
C8H7NO4
C8H7NO4
C7H5NO4
C7H5NO4
C8H7NO4
C8H7NO4
C8H7NO4
C7H5NO4
C7H6N2O5
C6H4N2O5
C6H4N2O5
C7H5NO4
C7H7NO4
C8H7NO5
C8H7NO5
C8H7NO5
323
191
309
345
333
323
288
330
341
315
311
326
319
343
329
316
328
328
328
328
328
328
355
355
315
346
347
371
315
357
367
328
328
328
328
328
398
387
388
423
426
413
412
403
386
471
394
384
398
465
376
385
404
365
330
353
353
353
353
353
353
371
369
377
366
361
385
379
371
381
353
353
353
353
353
410
401
402
11
1.19
3.1
1.7
1.7
1.7
1.7
1.7
1.7
1.7
1.7
1.7
1.7
1.7
1.7
1.7
1.20
4.1
4.1
4.1
4.1
4.1
4.1
1.21
1.21
1.21
1.22
1.22
1.21
1.21
1.21
1.22
4.1
4.1
4.1
4.1
4.1
1.22
1.22
1.22
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
atm
4.56962
426.2
4.69216
8.80410
5.51023
5.69227
25.58636
7.306781
12.2996
0.41394
3.56211
3.108
1.81464
15.7061
8.374270
5.039574
8.305
7.59
6.412
6.392
6.315
5.735
4.17166
7.518180
4.16965
4.33022
4.32231
4.202501
4.239659
4.39919
4.32001
7.929
7.392
7.229
7.258
5.518
3.29532
3.48938
3.63341
2614.284
48.58
1838.834
4160.880
1848.341
1848.229
34204.889
3511.292
5419.999
287.696
1154.632
1024.515
593.693
6953.604
3617.072
2613.383
4180
3752
3120
3105
3063
2776
2616.891
4286.549
2615.35
2615.098
2615.301
2614.432
2614.377
2613.748
2616.016
3970
3680
3580
3540
2673
2619.381
2616.311
2617.414
-83.151
NAa
-20.909
-0.131540
-122.252
-120.281
869.171
9.79585
-0.218889
-240.865
-147.464
-153.901
-197.577
-0.19179
-0.060774
-62.1157
NA
NA
NA
NA
NA
NA
-81.851
-15.02470
-74.397
-74.412
-73.178
-69.2644
-67.9823
-70.334
-61.137
NA
NA
NA
NA
NA
-98.678
-92.307
-89.609
Table 8. Hydroperoxides, Peroxides, Hydroperoxy Acids, and Peroxycarbonyls in the SIMPOL.1 Basis
and Test Sets and their Vapor Pressure Parameterizations.
TMIN TMAX Method/ Units
Compound
Formula
A
B
C
(K) (K)
Source for pLo
di-n-butyl-peroxide
di-(1-methyl-propyl)-peroxide
di-tert-butyl-peroxide
diethyl-peroxide
1-methyl-1-phenylethyl-hydroperoxide
tert-butyl-hydroperoxide
ethylhydroperoxide
methylhydroperoxide
butyryl-hydroperoxide
propionylhydroperoxide
acetyl-hydroperoxide
peroxyacetylnitrate
a
C8H18O2
C8H18O2
C8H18O2
C4H10O2
C9H12O2
C4H10O2
C2H6O2
CH4O2
C4H8O3
C3H6O3
C2H4O3
C2H3O4N
328
316
253
253
316
273
253
253
273
273
273
223
353
332
373
333
390
393
363
313
393
393
383
291
NA = Not Applicable
12
1.7
1.7
4.2
4.2
1.7
4.2
4.2
4.2
4.2
4.2
4.2
4.3
atm
atm
Torr
Torr
atm
Torr
Torr
Torr
Torr
Torr
Torr
Torr
1.77561
7.295134
7.14
7.356
4.06825
8.891
8.834
8.38
8.83
8.623
8.911
8.1474
1139.512
2840.558
-1621
-1517
1032.085
-2432
-2228
-1972
-2376
-2256
-2311
-1992.1
-0.019256
-0.105291
NAa
NA
-201.3547
NA
NA
NA
NA
NA
NA
NA
References
Aihara, A. (1960), Estimation of the energy of hydrogen bonds formed in crystals. II. Phenols,
Bulletin of the Chemical Society of Japan, 33, 194-200.
Asher, W. E., et al. (2002), Estimating the vapor pressures of multi-functional oxygen-containing
organic compounds using group contribution methods, Atmos. Environ., 36, 1483-1498.
Asher, W. E., and J. F. Pankow (2006), Vapor pressure prediction for alkenoic and aromatic
organic compounds by a UNIFAC-based group contribution method, Atmos. Environ., 40, 35883600.
Bilde, M., and S. Pandis (2001), Evaporation rates and vapor pressures of individual aerosol
species formed in the atmospheric oxidation of α- and β-pinene, Environ. Sci. Technol., 35,
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