Pyridine, 2,3-dimethyl-
- Formula: C7H9N
- Molecular weight: 107.1531
- IUPAC Standard InChIKey: HPYNZHMRTTWQTB-UHFFFAOYSA-N
- CAS Registry Number: 583-61-9
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: 2,3-Lutidine; 2,3-Dimethylpyridine
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Henry's Law data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 68.3 | kJ/mol | N/A | Cox and Gundry, 1958 | Value computed using ΔfHliquid° value of 19.3 kj/mol from Cox and Gundry, 1958 and ΔvapH° value of 48.95 kj/mol from missing citation. |
Condensed phase thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | 19.3 | kJ/mol | Ccb | Cox and Gundry, 1958 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -4060.2 | kJ/mol | Ccb | Cox and Gundry, 1958 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 243.70 | J/mol*K | N/A | Steele, Chirico, et al., 1986 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
189.55 | 298.15 | Steele, Chirico, et al., 1986 | T = 10 to 450 K.; DH |
Phase change data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 436.7 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 434.4 | K | N/A | Majer and Svoboda, 1985 | |
Tboil | 433.6 | K | N/A | Kyte, Jeffery, et al., 1960 | Uncertainty assigned by TRC = 1. K; TRC |
Tboil | 433.4 | K | N/A | Kyte, Jeffery, et al., 1960 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tboil | 430.75 | K | N/A | Hackmann, Wibaut, et al., 1943 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 258.35 | K | N/A | Kyte, Jeffery, et al., 1960 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tfus | 257.93 | K | N/A | Coulson, Cox, et al., 1959 | Uncertainty assigned by TRC = 0.03 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 258.57 | K | N/A | Chirico, Hossenlopp, et al., 1994 | Uncertainty assigned by TRC = 0.01 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 655.4 | K | N/A | Majer and Svoboda, 1985 | |
Tc | 655.45 | K | N/A | Ambrose, Cox, et al., 1960 | Uncertainty assigned by TRC = 0.3 K; vis, PRT, IPTS-48, with decomp.; TRC |
Tc | 655.45 | K | N/A | Cox, 1960 | Uncertainty assigned by TRC = 1. K; measured by R. Townsend to be pub. later; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 47.74 | kJ/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 52.0 ± 0.6 | kJ/mol | GS | Verevkin, 1999 | Based on data from 283. to 313. K.; AC |
ΔvapH° | 47.6 | kJ/mol | CGC | Chickos, Hosseini, et al., 1995 | Based on data from 323. to 373. K.; AC |
ΔvapH° | 48.95 | kJ/mol | V | Cox, 1960 | ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
39.08 | 434.4 | N/A | Majer and Svoboda, 1985 | |
45.2 | 340. | EB | Steele, Chirico, et al., 1995 | Based on data from 328. to 476. K.; AC |
42.7 | 380. | EB | Steele, Chirico, et al., 1995 | Based on data from 328. to 476. K.; AC |
40.2 | 420. | EB | Steele, Chirico, et al., 1995 | Based on data from 328. to 476. K.; AC |
37.4 | 460. | EB | Steele, Chirico, et al., 1995 | Based on data from 328. to 476. K.; AC |
43.0 | 387. | A | Stephenson and Malanowski, 1987 | Based on data from 372. to 436. K. See also Kkykj and Repas, 1973.; AC |
46.9 | 313. | C | Majer, Svoboda, et al., 1985 | AC |
45.0 | 343. | C | Majer, Svoboda, et al., 1985 | AC |
43.5 | 368. | C | Majer, Svoboda, et al., 1985 | AC |
Enthalpy of vaporization
ΔvapH =
A exp(-βTr) (1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kJ/mol)
Tr = reduced temperature (T / Tc)
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Temperature (K) | A (kJ/mol) | β | Tc (K) | Reference | Comment |
---|---|---|---|---|---|
313. to 368. | 64.96 | 0.2902 | 655.4 | Majer and Svoboda, 1985 |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
13.48 | 258.6 | Chirico, Hossenlopp, et al., 1994, 2 | AC |
Temperature of phase transition
Ttrs (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|
47.350 | crystaline, II | crystaline, I | Steele, Chirico, et al., 1986 | DH |
258.565 | crystaline, I | liquid | Steele, Chirico, et al., 1986 | DH |
Henry's Law data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Rolf Sander
Henry's Law constant (water solution)
kH(T) = k°H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
k°H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)
k°H (mol/(kg*bar)) | d(ln(kH))/d(1/T) (K) | Method | Reference |
---|---|---|---|
140. | 700. | M | N/A |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Henry's Law data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Cox and Gundry, 1958
Cox, J.D.; Gundry, H.A.,
Heats of combustion. Part II. The six lutidines,
J. Chem. Soc., 1958, 1019-1022. [all data]
Steele, Chirico, et al., 1986
Steele, W.V.; Chirico, R.D.; Collier, W.B.; Hossenlopp, I.A.; Nguyen, A.; Strube, M.M.,
Thermochemical and thermophysical properties of organic nitrogen compounds found in fossil materials,
NIPER Report, 1986, 188, 112p. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Kyte, Jeffery, et al., 1960
Kyte, C.T.; Jeffery, G.H.; Vogel, A.I.,
Physical Properties and Chem. Constitution XXVII. Pyridine Derivatives,
J. Chem. Soc., 1960, 1960, 4454. [all data]
Hackmann, Wibaut, et al., 1943
Hackmann, J.Th.; Wibaut, J.P.; Gitsels, H.P.L.,
Basic N compounds from cracked distillates of California petroleum,
Recl. Trav. Chim. Pays-Bas, 1943, 62, 229. [all data]
Coulson, Cox, et al., 1959
Coulson, E.A.; Cox, J.D.; Herington, E.F.G.; Martin, J.F.,
The Preparation and Physical Properties of the Pure Lutidines,
J. Chem. Soc., 1959, 1959, 1934. [all data]
Chirico, Hossenlopp, et al., 1994
Chirico, R.D.; Hossenlopp, I.A.; Gammon, B.E.; Knipmeyer, S.E.; Steele, W.V.,
Heat capacities of the six dimethylpyridines between the temperatures 10 K and 445 K and methyl-group rotational barriers in the solid state a,b,
J. Chem. Thermodyn., 1994, 26, 11, 1187, https://doi.org/10.1006/jcht.1994.1138
. [all data]
Ambrose, Cox, et al., 1960
Ambrose, D.; Cox, J.D.; Townsend, R.,
The critical temperatures of forty organic compounds,
Trans. Faraday Soc., 1960, 56, 1452. [all data]
Cox, 1960
Cox, J.D.,
The second virial coefficients, latent heats of vaporization and heats of formation of the lutidines,
Trans. Faraday Soc., 1960, 56, 959. [all data]
Verevkin, 1999
Verevkin, Sergey P.,
Strain Effects in Phenyl-Substituted Methanes. Geminal Interaction between Phenyl and the Electron-Releasing Substituent in Benzylamines and Benzyl Alcohols,
J. Chem. Eng. Data, 1999, 44, 6, 1245-1251, https://doi.org/10.1021/je990118z
. [all data]
Chickos, Hosseini, et al., 1995
Chickos, James S.; Hosseini, Sarah; Hesse, Donald G.,
Determination of vaporization enthalpies of simple organic molecules by correlations of changes in gas chromatographic net retention times,
Thermochimica Acta, 1995, 249, 41-62, https://doi.org/10.1016/0040-6031(95)90670-3
. [all data]
Steele, Chirico, et al., 1995
Steele, W.V.; Chirico, R.D.; Nguyen, A.; Knipmeyer, S.E.,
Vapor pressures, high-temperature heat capacities, critical properties, derived thermodynamic functions, and barriers to methyl-group rotation, for the six dimethylpyridines,
The Journal of Chemical Thermodynamics, 1995, 27, 3, 311-334, https://doi.org/10.1006/jcht.1995.0030
. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Kkykj and Repas, 1973
Kkykj, J.; Repas, M.,
Petrochemia, 1973, 13, 179. [all data]
Majer, Svoboda, et al., 1985
Majer, V.; Svoboda, V.; Lencka, M.,
Enthalpies of vaporization and cohesive energies of dimethylpyridines and trimethylpyridines,
The Journal of Chemical Thermodynamics, 1985, 17, 4, 365-370, https://doi.org/10.1016/0021-9614(85)90133-8
. [all data]
Chirico, Hossenlopp, et al., 1994, 2
Chirico, R.D.; Hossenlopp, I.A.; Gammon, B.E.; Knipmeyer, S.E.; Steele, W.V.,
Heat capacities of the six dimethylpyridines between the temperatures 10 K and 445 K and methyl-group rotational barriers in the solid state a,b,
The Journal of Chemical Thermodynamics, 1994, 26, 11, 1187-1218, https://doi.org/10.1006/jcht.1994.1138
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Henry's Law data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature Ttrs Temperature of phase transition d(ln(kH))/d(1/T) Temperature dependence parameter for Henry's Law constant k°H Henry's Law constant at 298.15K ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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