Pyridine, 2-methyl-
- Formula: C6H7N
- Molecular weight: 93.1265
- IUPAC Standard InChIKey: BSKHPKMHTQYZBB-UHFFFAOYSA-N
- CAS Registry Number: 109-06-8
- 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: 2-Picoline; α-Methylpyridine; α-Picoline; o-Picoline; 2-Methylpyridine; Picoline, α; Rcra waste number U191; o-Methylpyridine; NSC 3409
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Phase change data
Go To: Top, IR Spectrum, Mass spectrum (electron ionization), 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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 402. ± 1. | K | AVG | N/A | Average of 34 out of 35 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 206. ± 3. | K | AVG | N/A | Average of 12 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 206.46 | K | N/A | Scott, Hubbard, et al., 1963 | Uncertainty assigned by TRC = 0.05 K; by extrapolation of 1/f to 0.0; TRC |
Ttriple | 206.44 | K | N/A | Helm, Lanum, et al., 1958 | Uncertainty assigned by TRC = 0.03 K; measured in calorimeter at USBM, Bartlesville, OK; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 621. | K | N/A | Majer and Svoboda, 1985 | |
Tc | 621.1 | K | N/A | Kobe and Mathews, 1970 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 45.40 | atm | N/A | Kobe and Mathews, 1970 | Uncertainty assigned by TRC = 0.6000 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 2.99 | mol/l | N/A | Kobe and Mathews, 1970 | Uncertainty assigned by TRC = 0.32 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 10.2 ± 0.2 | kcal/mol | AVG | N/A | Average of 8 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
8.645 | 402.6 | N/A | Majer and Svoboda, 1985 | |
9.85 ± 0.02 | 320. | EB | Chirico, Knipmeyer, et al., 1999 | Based on data from 308. to 441. K.; AC |
9.27 ± 0.02 | 360. | EB | Chirico, Knipmeyer, et al., 1999 | Based on data from 308. to 441. K.; AC |
8.70 ± 0.02 | 400. | EB | Chirico, Knipmeyer, et al., 1999 | Based on data from 308. to 441. K.; AC |
8.05 ± 0.07 | 440. | EB | Chirico, Knipmeyer, et al., 1999 | Based on data from 308. to 441. K.; AC |
10.0 | 307. | EB | Lencka, 1990 | Based on data from 292. to 403. K.; AC |
11.2 | 230. | A | Stephenson and Malanowski, 1987 | Based on data from 209. to 245. K.; AC |
8.72 | 444. | A | Stephenson and Malanowski, 1987 | Based on data from 429. to 537. K.; AC |
8.46 | 536. | A | Stephenson and Malanowski, 1987 | Based on data from 521. to 621. K.; AC |
9.35 | 367. | EB,IP | Stephenson and Malanowski, 1987 | Based on data from 352. to 445. K. See also Osborn and Douslin, 1968.; AC |
9.35 | 367. | EB | Stephenson and Malanowski, 1987 | Based on data from 352. to 442. K. See also Rysselberghe and Fristrom, 1945.; AC |
9.94 ± 0.02 | 313. | C | Majer, Svoboda, et al., 1984 | AC |
9.73 ± 0.02 | 328. | C | Majer, Svoboda, et al., 1984 | AC |
9.51 ± 0.02 | 343. | C | Majer, Svoboda, et al., 1984 | AC |
9.15 ± 0.02 | 368. | C | Majer, Svoboda, et al., 1984 | AC |
9.51 | 352. | MG | Herington and Martin, 1953 | Based on data from 337. to 403. K.; AC |
9.27 ± 0.02 | 359. | C | Rysselberghe and Fristrom, 1945 | AC |
9.01 ± 0.02 | 379. | C | Rysselberghe and Fristrom, 1945 | AC |
8.65 ± 0.02 | 402. | C | Rysselberghe and Fristrom, 1945 | AC |
Enthalpy of vaporization
ΔvapH =
A exp(-βTr) (1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kcal/mol)
Tr = reduced temperature (T / Tc)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A (kcal/mol) | β | Tc (K) | Reference | Comment |
---|---|---|---|---|---|
298. to 403. | 14.07 | 0.2879 | 621. | Majer and Svoboda, 1985 |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
352.94 to 441.51 | 4.13042 | 1401.681 | -63.162 | Scott, Hubbard, et al., 1963, 2 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
2.3241 | 206.45 | Scott, Hubbard, et al., 1963, 2 | DH |
2.32 | 206.5 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
11.26 | 206.45 | Scott, Hubbard, et al., 1963, 2 | DH |
IR Spectrum
Go To: Top, Phase change data, Mass spectrum (electron ionization), References, Notes
Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Mass spectrum (electron ionization)
Go To: Top, Phase change data, IR Spectrum, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.
Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | NIST Mass Spectrometry Data Center, 1998. |
NIST MS number | 291568 |
References
Go To: Top, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Scott, Hubbard, et al., 1963
Scott, D.W.; Hubbard, W.N.; Messerly, J.F.; Todd, S.S.; Hossenlopp, I.A.; Good, W.D.; Douslin, D.R.; McCullough, J.P.,
Chemical Thermodynamic Properties and Internal Rotation of Methylpyridines I. 2-Methylpyridine,
J. Phys. Chem., 1963, 67, 680. [all data]
Helm, Lanum, et al., 1958
Helm, R.V.; Lanum, W.J.; Cook, G.L.; Ball, J.S.,
Purification and Properties of Pyrrole, Pyrrolidine, Pyridine and 2-Methylpyridine,
J. Phys. Chem., 1958, 62, 858. [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]
Kobe and Mathews, 1970
Kobe, K.A.; Mathews, J.F.,
Critical Properties and Vapor Pressures of Some Organic Nitrogen and Oxygen Compounds,
J. Chem. Eng. Data, 1970, 15, 182. [all data]
Chirico, Knipmeyer, et al., 1999
Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Steele, W.V.,
Thermodynamic properties of the methylpyridines. Part 2. Vapor pressures, heat capacities, critical properties, derived thermodynamic functions between the temperatures 250 K and 560 K, and equilibrium isomer distributions for all temperatures ≥250 K,
The Journal of Chemical Thermodynamics, 1999, 31, 3, 339-378, https://doi.org/10.1006/jcht.1998.0451
. [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]
Osborn and Douslin, 1968
Osborn, Ann G.; Douslin, Donald R.,
Vapor pressure relations of 13 nitrogen compounds related to petroleum,
J. Chem. Eng. Data, 1968, 13, 4, 534-537, https://doi.org/10.1021/je60039a024
. [all data]
Rysselberghe and Fristrom, 1945
Rysselberghe, Pierre Van; Fristrom, Robert M.,
The Conductance of Non-aqueous Solutions of Magnesium and Calcium Perchlorates 1,
J. Am. Chem. Soc., 1945, 67, 4, 680-682, https://doi.org/10.1021/ja01220a053
. [all data]
Majer, Svoboda, et al., 1984
Majer, V.; Svoboda, V.; Lencka, M.,
Enthalpies of vaporization and cohesive energies of pyridine and isomeric methylpyridines,
J. Chem. Thermodyn., 1984, 16, 1019-1024. [all data]
Herington and Martin, 1953
Herington, E.F.G.; Martin, J.F.,
Vapour pressures of pyridine and its homologues,
Trans. Faraday Soc., 1953, 49, 154, https://doi.org/10.1039/tf9534900154
. [all data]
Scott, Hubbard, et al., 1963, 2
Scott, D.W.; Hubbard, W.N.; Messerly, J.F.; Todd, S.S.; Hossenlopp, I.A.; Good, W.D.; Douslin, D.R.; McCullough, J.P.,
Chemical thermodynamic properties and internal rotation of methylpyridines. I. 2-methylpyridine,
J. Phys. Chem., 1963, 67, 680-685. [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]
Notes
Go To: Top, Phase change data, IR Spectrum, Mass spectrum (electron ionization), References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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