Pyridine, 2,4,6-trimethyl-
- Formula: C8H11N
- Molecular weight: 121.1796
- IUPAC Standard InChIKey: BWZVCCNYKMEVEX-UHFFFAOYSA-N
- CAS Registry Number: 108-75-8
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: α,γ,α'-Collidine; γ-Collidine; s-Collidine; 2,4,6-Collidine; 2,4,6-Trimethylpyridine; sym-Collidine; 2,4,6-Kollidin; gamma-Collidine; NSC 460
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Phase change data
Go To: Top, Gas phase ion energetics 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
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 444. ± 3. | K | AVG | N/A | Average of 7 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 228.15 | K | N/A | Assal, 1966 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 228.95 | K | N/A | Mastrangelo, 1957 | Uncertainty assigned by TRC = 0.05 K; TRC |
Tfus | 228.69 | K | N/A | Brown, Johnson, et al., 1954 | Uncertainty assigned by TRC = 0.1 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 12.0 ± 0.69 | kcal/mol | CGC | Lipkind and Chickos, 2009 | Based on data from 342. to 373. K.; AC |
ΔvapH° | 12.0 | kcal/mol | CGC | Chickos, Hosseini, et al., 1995 | Based on data from 323. to 373. K.; AC |
ΔvapH° | 12.0 ± 0.05 | kcal/mol | N/A | Majer, Svoboda, et al., 1985 | AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
11.1 | 363. | N/A | Sakoguchi, Ueoka, et al., 1995 | Based on data from 303. to 424. K.; AC |
12.2 | 313. | EB | Lencka, 1990 | Based on data from 298. to 444. K.; AC |
11.5 | 328. | C | Majer, Svoboda, et al., 1985 | AC |
11.3 | 343. | C | Majer, Svoboda, et al., 1985 | AC |
10.9 | 368. | C | Majer, Svoboda, et al., 1985 | AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
2.279 | 228.96 | Mastrangelo, 1957, 2 | DH |
2.28 | 229. | Domalski and Hearing, 1996 | AC |
Gas phase ion energetics data
Go To: Top, 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: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.9 ± 0.1 | PE | Ramsey and Walker, 1974 | Vertical value |
References
Go To: Top, Phase change data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Mastrangelo, 1957
Mastrangelo, S.V.R.,
Adiabatic calorimeter for determination of cryoscopic data.,
Anal. Chem., 1957, 29, 841. [all data]
Brown, Johnson, et al., 1954
Brown, H.C.; Johnson, S.; Podall, H.,
Purification and Physical Properties of 2,6-Lutidine and 2,4,6-Collidine,
J. Am. Chem. Soc., 1954, 76, 5556. [all data]
Lipkind and Chickos, 2009
Lipkind, Dmitri; Chickos, James S.,
An examination of the vaporization enthalpies and vapor pressures of pyrazine, pyrimidine, pyridazine, and 1,3,5-triazine,
Struct Chem, 2009, 20, 1, 49-58, https://doi.org/10.1007/s11224-008-9389-5
. [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]
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]
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]
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]
Mastrangelo, 1957, 2
Mastrangelo, S.V.R.,
Adiabatic calorimeter for determination of cryoscopic data,
Anal. Chem., 1957, 29(5), 841-845. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Ramsey and Walker, 1974
Ramsey, B.G.; Walker, F.A.,
A linear relationship between substituted pyridine lone pair vertical ionization potentials and pKa,
J. Am. Chem. Soc., 1974, 96, 3314. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point 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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