Pyridine, 2,4-dimethyl-
- Formula: C7H9N
- Molecular weight: 107.1531
- IUPAC Standard InChIKey: JYYNAJVZFGKDEQ-UHFFFAOYSA-N
- CAS Registry Number: 108-47-4
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: 2,4-Lutidine; α,γ-Dimethylpyridine; 2,4-Dimethylpyridine; 2,4-Lutidene
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change 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 | 63.9 | kJ/mol | N/A | Cox and Gundry, 1958 | Value computed using ΔfHliquid° value of 16.1 kj/mol from Cox and Gundry, 1958 and ΔvapH° value of 47.78 kj/mol from missing citation. |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change 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 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 | 16.1 | kJ/mol | Ccb | Cox and Gundry, 1958 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -4056.9 | kJ/mol | Ccb | Cox and Gundry, 1958 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 248.50 | 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 |
---|---|---|---|
184.76 | 298.15 | Steele, Chirico, et al., 1986 | T = 10 to 450 K.; DH |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
DH - Eugene S. Domalski and Elizabeth D. Hearing
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 431. ± 2. | K | AVG | N/A | Average of 14 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 209.415 | K | N/A | Steele, Chirico, et al., 1986 | DH |
Tfus | 205.2 | K | N/A | Assal, 1966 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 205.25 | K | N/A | Kyte, Jeffery, et al., 1960 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 209.19 | K | N/A | Coulson, Cox, et al., 1959 | Uncertainty assigned by TRC = 0.03 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 209.35 | K | N/A | Chirico, Hossenlopp, et al., 1994 | Uncertainty assigned by TRC = 0.01 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 647. | K | N/A | Majer and Svoboda, 1985 | |
Tc | 647.15 | K | N/A | Ambrose and Grant, 1957 | Uncertainty assigned by TRC = 1.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 47.49 | kJ/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 47.5 | kJ/mol | CGC | Chickos, Hosseini, et al., 1995 | Based on data from 323. to 373. K.; AC |
ΔvapH° | 47.78 | kJ/mol | V | Cox, 1960 | ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
38.53 | 431.6 | N/A | Majer and Svoboda, 1985 | |
45.5 | 330. | N/A | Sakoguchi, Ueoka, et al., 1995 | Based on data from 288. to 373. K.; AC |
44.8 | 340. | EB | Steele, Chirico, et al., 1995 | Based on data from 331. to 473. K.; AC |
42.3 | 380. | EB | Steele, Chirico, et al., 1995 | Based on data from 331. to 473. K.; AC |
39.8 | 420. | EB | Steele, Chirico, et al., 1995 | Based on data from 331. to 473. K.; AC |
37.0 | 460. | EB | Steele, Chirico, et al., 1995 | Based on data from 331. to 473. K.; AC |
47.1 | 313. | EB | Lencka, 1990 | Based on data from 298. to 431. K.; AC |
43.5 | 364. | A | Stephenson and Malanowski, 1987 | Based on data from 349. to 433. K. See also Kkykj and Repas, 1973.; AC |
47.5 | 282. | MM | Wisniewska, Lencka, et al., 1986 | Based on data from 267. to 358. K.; AC |
46.5 | 313. | C | Majer, Svoboda, et al., 1985 | AC |
44.6 | 343. | C | Majer, Svoboda, et al., 1985 | AC |
43.9 | 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. | 65.85 | 0.3033 | 647. | Majer and Svoboda, 1985 |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
423.54 to 432.97 | 12.53922 | 13550.483 | 649.591 | Coulson, Cox, et al., 1959, 2 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
8.82 | 209.4 | Chirico, Hossenlopp, et al., 1994, 2 | AC |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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]
Assal, 1966
Assal, F.A.,
Vapour-liquid equilibria in phenol-pyridine base systems,
Bull. Acad. Pol. Sci., Ser. Sci. Chim., 1966, 14, 603. [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]
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]
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]
Ambrose and Grant, 1957
Ambrose, D.; Grant, D.G.,
The Critical Temperatures of Some Hydrocarbons and Pyridine Bases,
Trans. Faraday Soc., 1957, 53, 771. [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]
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]
Sakoguchi, Ueoka, et al., 1995
Sakoguchi, Akihiro; Ueoka, Ryuichi; Kato, Yasuo; Arai, Yasuhiko,
Vapor Pressures of Alkylpyridines and Alkylpyrazines.,
KAGAKU KOGAKU RONBUNSHU, 1995, 21, 1, 219-223, https://doi.org/10.1252/kakoronbunshu.21.219
. [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]
Lencka, 1990
Lencka, Malgorzata,
Measurements of the vapour pressures of pyridine, 2-methylpyridine, 2,4-dimethylpyridine, 2,6-dimethylpyridine, and 2,4,6-trimethylpyridine from 0.1 kPa to atmospheric pressure using a modified Swietoslawski ebulliometer,
The Journal of Chemical Thermodynamics, 1990, 22, 5, 473-480, https://doi.org/10.1016/0021-9614(90)90139-H
. [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]
Wisniewska, Lencka, et al., 1986
Wisniewska, Barbara; Lencka, Malgorzata; Rogalski, Marek,
Vapour pressures of 2,4-, 2,6-, and 3,5-dimethylpyridine at temperatures from 267 to 360 K,
The Journal of Chemical Thermodynamics, 1986, 18, 8, 703-708, https://doi.org/10.1016/0021-9614(86)90102-3
. [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]
Coulson, Cox, et al., 1959, 2
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, 1934-1940, https://doi.org/10.1039/jr9590001934
. [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, 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 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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