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Pyridine, 2-methyl-

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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, 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:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Deltafgas-6.33kcal/molN/AKosorotov, Zemlyakova, et al., 1978Value computed using «DELTA»fHliquid° value of -69.0 kj/mol from Kosorotov, Zemlyakova, et al., 1978 and «DELTA»vapH° value of 42.5 kj/mol from Scott, Hubbard, et al., 1963.; DRB
Deltafgas23.65 ± 0.21kcal/molCcbScott, Hubbard, et al., 1963ALS
Deltafgas24.36 ± 0.31kcal/molCmAndon, Cox, et al., 1957ALS
Deltafgas24.38 ± 0.31kcal/molCcbCox, Challoner, et al., 1954ALS
Deltafgas21.0kcal/molN/AConstam and White, 1903Value computed using «DELTA»fHliquid° value of 45.3 kj/mol from Constam and White, 1903 and «DELTA»vapH° value of 42.5 kj/mol from Scott, Hubbard, et al., 1963.; DRB

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
Deltafliquid-16.49kcal/molCcbKosorotov, Zemlyakova, et al., 1978impure compound; ALS
Deltafliquid13.50 ± 0.18kcal/molCcbScott, Hubbard, et al., 1963ALS
Deltafliquid14.10 ± 0.31kcal/molCcbCox, Challoner, et al., 1954ALS
Deltafliquid10.82kcal/molCcbConstam and White, 1903ALS
Quantity Value Units Method Reference Comment
Deltacliquid-786.91kcal/molCcbKosorotov, Zemlyakova, et al., 1978impure compound; ALS
Deltacliquid-816.92 ± 0.16kcal/molCcbScott, Hubbard, et al., 1963ALS
Deltacliquid-817.52 ± 0.31kcal/molCcbCox, Challoner, et al., 1954ALS
Deltacliquid-816.1kcal/molCcbConstam and White, 1903ALS
Quantity Value Units Method Reference Comment
liquid52.070cal/mol*KN/AScott, Hubbard, et al., 1963DH

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
37.861298.15Scott, Hubbard, et al., 1963T = 12 to 370 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
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tboil402. ± 1.KAVGN/AAverage of 36 out of 37 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus206. ± 3.KAVGN/AAverage of 13 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple206.46KN/AScott, Hubbard, et al., 1963, 2Uncertainty assigned by TRC = 0.05 K; by extrapolation of 1/f to 0.0; TRC
Ttriple206.44KN/AHelm, Lanum, et al., 1958Uncertainty assigned by TRC = 0.03 K; measured in calorimeter at USBM, Bartlesville, OK; TRC
Quantity Value Units Method Reference Comment
Tc621.KN/AMajer and Svoboda, 1985 
Tc621.1KN/AKobe and Mathews, 1970Uncertainty assigned by TRC = 1. K; TRC
Quantity Value Units Method Reference Comment
Pc45.40atmN/AKobe and Mathews, 1970Uncertainty assigned by TRC = 0.6000 atm; TRC
Quantity Value Units Method Reference Comment
rhoc2.99mol/lN/AKobe and Mathews, 1970Uncertainty assigned by TRC = 0.32 mol/l; TRC
Quantity Value Units Method Reference Comment
Deltavap10.2 ± 0.2kcal/molAVGN/AAverage of 8 values; Individual data points

Enthalpy of vaporization

DeltavapH (kcal/mol) Temperature (K) Method Reference Comment
8.645402.6N/AMajer and Svoboda, 1985 
9.85 ± 0.02320.EBChirico, Knipmeyer, et al., 1999Based on data from 308. - 441. K.; AC
9.27 ± 0.02360.EBChirico, Knipmeyer, et al., 1999Based on data from 308. - 441. K.; AC
8.70 ± 0.02400.EBChirico, Knipmeyer, et al., 1999Based on data from 308. - 441. K.; AC
8.05 ± 0.07440.EBChirico, Knipmeyer, et al., 1999Based on data from 308. - 441. K.; AC
10.0307.EBLencka, 1990Based on data from 292. - 403. K.; AC
11.2230.AStephenson and Malanowski, 1987Based on data from 209. - 245. K.; AC
8.72444.AStephenson and Malanowski, 1987Based on data from 429. - 537. K.; AC
8.46536.AStephenson and Malanowski, 1987Based on data from 521. - 621. K.; AC
9.35367.EB,IPStephenson and Malanowski, 1987Based on data from 352. - 445. K. See also Osborn and Douslin, 1968.; AC
9.35367.EBStephenson and Malanowski, 1987Based on data from 352. - 442. K. See also Rysselberghe and Fristrom, 1945.; AC
9.94 ± 0.02313.CMajer, Svoboda, et al., 1984AC
9.73 ± 0.02328.CMajer, Svoboda, et al., 1984AC
9.51 ± 0.02343.CMajer, Svoboda, et al., 1984AC
9.15 ± 0.02368.CMajer, Svoboda, et al., 1984AC
9.51352.MGHerington and Martin, 1953Based on data from 337. - 403. K.; AC
9.27 ± 0.02359.CRysselberghe and Fristrom, 1945AC
9.01 ± 0.02379.CRysselberghe and Fristrom, 1945AC
8.65 ± 0.02402.CRysselberghe and Fristrom, 1945AC

Enthalpy of vaporization

ΔvapH = A exp(-βTr) (1 − Tr)β
    ΔvapH = Enthalpy of vaporization (at saturation pressure) (kcal/mol)
    Tr = reduced temperature (T / Tc)

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Temperature (K) A (kcal/mol) beta Tc (K) Reference Comment
298. - 403.14.070.2879621.Majer and Svoboda, 1985 

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (atm)
    T = temperature (K)

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Temperature (K) A B C Reference Comment
352.94 - 441.514.130421401.681-63.162Scott, Hubbard, et al., 1963Coefficents calculated by NIST from author's data.

Enthalpy of fusion

DeltafusH (kcal/mol) Temperature (K) Reference Comment
2.3241206.45Scott, Hubbard, et al., 1963DH
2.32206.5Domalski and Hearing, 1996AC

Entropy of fusion

DeltafusS (cal/mol*K) Temperature (K) Reference Comment
11.26206.45Scott, Hubbard, et al., 1963DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Reaction thermochemistry data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, 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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

C6H6N- + Hydrogen cation = Pyridine, 2-methyl-

By formula: C6H6N- + H+ = C6H7N

Quantity Value Units Method Reference Comment
Deltar376.8 ± 3.1kcal/molG+TSDePuy, Kass, et al., 1988gas phase; Acid: 2-methylpyridine. Between EtOH, iPrOH; B
Quantity Value Units Method Reference Comment
Deltar370.0 ± 3.0kcal/molIMRBDePuy, Kass, et al., 1988gas phase; Acid: 2-methylpyridine. Between EtOH, iPrOH; B

C6H8N+ + Pyridine, 2-methyl- = (C6H8N+ bullet Pyridine, 2-methyl-)

By formula: C6H8N+ + C6H7N = (C6H8N+ bullet C6H7N)

Quantity Value Units Method Reference Comment
Deltar23.0kcal/molPHPMSMeot-Ner M. and Sieck, 1983gas phase; M
Quantity Value Units Method Reference Comment
Deltar27.8cal/mol*KPHPMSMeot-Ner M. and Sieck, 1983gas phase; M

Lithium ion (1+) + Pyridine, 2-methyl- = (Lithium ion (1+) bullet Pyridine, 2-methyl-)

By formula: Li+ + C6H7N = (Li+ bullet C6H7N)

Quantity Value Units Method Reference Comment
Deltar46.4 ± 1.6kcal/molCIDTRodgers, 2001RCD

Sodium ion (1+) + Pyridine, 2-methyl- = (Sodium ion (1+) bullet Pyridine, 2-methyl-)

By formula: Na+ + C6H7N = (Na+ bullet C6H7N)

Quantity Value Units Method Reference Comment
Deltar30.6 ± 1.1kcal/molCIDTRodgers, 2001RCD

Potassium ion (1+) + Pyridine, 2-methyl- = (Potassium ion (1+) bullet Pyridine, 2-methyl-)

By formula: K+ + C6H7N = (K+ bullet C6H7N)

Quantity Value Units Method Reference Comment
Deltar23.4 ± 0.8kcal/molCIDTRodgers, 2001RCD

IR Spectrum

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry 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, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry 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

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Mass spectrum
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Additional Data

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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

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry 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.

Kosorotov, Zemlyakova, et al., 1978
Kosorotov, V.I.; Zemlyakova, Z.F.; Platonov, V.A.; Ovchinnikov, V.G.; Simulin, Yu.N.; Dzhagatspanyan, R.V., Determination of thermal effects of the synthesis of chloropicolines and chloroaminopicolines, J. Appl. Chem. USSR (Engl. Transl.), 1978, 51, 2262-2263, In original 2376. [all data]

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, 680-685. [all data]

Andon, Cox, et al., 1957
Andon, R.J.L.; Cox, J.D.; Herington, E.F.G.; Martin, J.F., The second virial coefficients of pyridine and benzene, and certain of their methyl homologues, Trans. Faraday Soc., 1957, 53, 1074. [all data]

Cox, Challoner, et al., 1954
Cox, J.D.; Challoner, A.R.; Meetham, A.R., The heats of combustion of pyridine and certain of its derivatives, J. Chem. Soc., 1954, 265-271. [all data]

Constam and White, 1903
Constam, E.J.; White, J., Physico-chemical investigations in the pyridine series, Am. Chem. J., 1903, 29, 1-49. [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. [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]

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]

DePuy, Kass, et al., 1988
DePuy, C.H.; Kass, S.R.; Bean, G.P., Formation and Reactions of Heteroaromatic Anions in the Gas Phase, J. Org. Chem., 1988, 53, 19, 4427, https://doi.org/10.1021/jo00254a001 . [all data]

Meot-Ner M. and Sieck, 1983
Meot-Ner M.; Sieck, L.W., The Ionic Hydrogen Bond. 1. Sterically Hindered Bonds. Solvation and Clustering of Sterically Hindered Amines and Pyridines, J. Am. Chem. Soc., 1983, 105, 10, 2956, https://doi.org/10.1021/ja00348a005 . [all data]

Rodgers, 2001
Rodgers, M.T., Substituent Effects in the Binding of Alkali Metal Ions to Pyridines, Studied by Threshold Collision-Induced Dissociation and ab Initio Theory: The Methylpyridines, J. Phys. Chem. A, 2001, 105, 11, 2374, https://doi.org/10.1021/jp004055z . [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), References