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Pyridine, 3-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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.

Quantity Value Units Method Reference Comment
Deltafgas24.76 ± 0.31kcal/molCcbGerasimov, Gubareva, et al., 1992%hf298_condensed[kJ/mol]=-61.1±1.3; ALS
Deltafgas25.37 ± 0.17kcal/molCcbScott, Good, et al., 1963ALS
Deltafgas27.14 ± 0.24kcal/molCmAndon, Cox, et al., 1957ALS
Deltafgas27.16 ± 0.24kcal/molCcbCox, Challoner, et al., 1954ALS
Deltafgas18.0kcal/molN/AConstam and White, 1903Value computed using «DELTA»fHliquid° value of 33.0 kj/mol from Constam and White, 1903 and «DELTA»vapH° value of 42.5 kj/mol from Gerasimov, Gubareva, et al., 1992.; 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
Deltafliquid14.6 ± 0.31kcal/molCcbGerasimov, Gubareva, et al., 1992%hf298_condensed[kJ/mol]=-61.1±1.3; ALS
Deltafliquid14.75 ± 0.14kcal/molCcbScott, Good, et al., 1963ALS
Deltafliquid16.32 ± 0.24kcal/molCcbCox, Challoner, et al., 1954ALS
Deltafliquid7.8kcal/molCcbConstam and White, 1903ALS
Quantity Value Units Method Reference Comment
Deltacliquid-788.81 ± 0.31kcal/molCcbGerasimov, Gubareva, et al., 1992%hf298_condensed[kJ/mol]=-61.1±1.3; ALS
Deltacliquid-818.17 ± 0.12kcal/molCcbScott, Good, et al., 1963ALS
Deltacliquid-819.74 ± 0.24kcal/molCcbCox, Challoner, et al., 1954ALS
Deltacliquid-813.1kcal/molCcbConstam and White, 1903ALS
Quantity Value Units Method Reference Comment
liquid51.699cal/mol*KN/AScott, Good, et al., 1963DH

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
37.928298.15Scott, Good, et al., 1963T = 12 to 400 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
Tboil417.0 ± 0.7KAVGN/AAverage of 20 out of 22 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus255. ± 2.KAVGN/AAverage of 8 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple255.010KN/AScott, Good, et al., 1963, 2Uncertainty assigned by TRC = 0.06 K; by extrapolation of 1/f, from calorimeter, to zero; TRC
Quantity Value Units Method Reference Comment
Tc645.KN/AMajer and Svoboda, 1985 
Tc644.85KN/AAmbrose and Grant, 1957Uncertainty assigned by TRC = 0.5 K; TRC
Quantity Value Units Method Reference Comment
Deltavap10.6 ± 0.4kcal/molAVGN/AAverage of 10 values; Individual data points

Enthalpy of vaporization

DeltavapH (kcal/mol) Temperature (K) Method Reference Comment
8.927417.3N/AMajer and Svoboda, 1985 
10.3 ± 0.02320.EBChirico, Knipmeyer, et al., 1999Based on data from 314. - 457. K.; AC
9.78 ± 0.02360.EBChirico, Knipmeyer, et al., 1999Based on data from 314. - 457. K.; AC
9.23 ± 0.02400.EBChirico, Knipmeyer, et al., 1999Based on data from 314. - 457. K.; AC
8.63 ± 0.05440.EBChirico, Knipmeyer, et al., 1999Based on data from 314. - 457. K.; AC
9.58389.AStephenson and Malanowski, 1987Based on data from 374. - 458. K.; AC
9.01465.AStephenson and Malanowski, 1987Based on data from 450. - 570. K.; AC
8.80576.AStephenson and Malanowski, 1987Based on data from 561. - 645. K.; AC
9.87362.EB,IPStephenson and Malanowski, 1987Based on data from 347. - 458. K. See also Osborn and Douslin, 1968.; AC
9.87362.EBStephenson and Malanowski, 1987Based on data from 347. - 458. K. See also Scott, Good, et al., 1963.; AC
10.4 ± 0.02313.CMajer, Svoboda, et al., 1984AC
10.2 ± 0.02328.CMajer, Svoboda, et al., 1984AC
10.0 ± 0.02343.CMajer, Svoboda, et al., 1984AC
9.66 ± 0.02368.CMajer, Svoboda, et al., 1984AC
9.61 ± 0.02372.CScott, Good, et al., 1963AC
9.30 ± 0.02393.CScott, Good, et al., 1963AC
8.94 ± 0.02417.CScott, Good, et al., 1963AC
9.80369.MGHerington and Martin, 1953Based on data from 354. - 418. K.; 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)

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Temperature (K) A (kcal/mol) beta Tc (K) Reference Comment
298. - 417.14.590.2913645.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
347.19 - 457.724.173081484.307-61.606Osborn and Douslin, 1968

Enthalpy of sublimation

DeltasubH (kcal/mol) Temperature (K) Reference Comment
14.9240.Stephenson and Malanowski, 1987Based on data from 225. - 255. K.; AC

Enthalpy of fusion

DeltafusH (kcal/mol) Temperature (K) Reference Comment
3.3891255.01Scott, Good, et al., 1963DH
3.389255.Domalski and Hearing, 1996AC

Entropy of fusion

DeltafusS (cal/mol*K) Temperature (K) Reference Comment
13.29255.01Scott, Good, 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
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, 3-methyl-

By formula: C6H6N- + H+ = C6H7N

Quantity Value Units Method Reference Comment
Deltar377.8 ± 3.1kcal/molG+TSDePuy, Kass, et al., 1988gas phase; Acid: 3-methylpyridine. Comparable to EtOH.; B
Quantity Value Units Method Reference Comment
Deltar371.0 ± 3.0kcal/molIMRBDePuy, Kass, et al., 1988gas phase; Acid: 3-methylpyridine. Comparable to EtOH.; B

Lithium ion (1+) + Pyridine, 3-methyl- = (Lithium ion (1+) bullet Pyridine, 3-methyl-)

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

Quantity Value Units Method Reference Comment
Deltar47.0 ± 3.5kcal/molCIDTRodgers, 2001RCD

Sodium ion (1+) + Pyridine, 3-methyl- = (Sodium ion (1+) bullet Pyridine, 3-methyl-)

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

Quantity Value Units Method Reference Comment
Deltar31.8 ± 1.0kcal/molCIDTRodgers, 2001RCD

Potassium ion (1+) + Pyridine, 3-methyl- = (Potassium ion (1+) bullet Pyridine, 3-methyl-)

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

Quantity Value Units Method Reference Comment
Deltar23.8 ± 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 Japan AIST/NIMC Database- Spectrum MS-NW-5548
NIST MS number 228545

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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.

Gerasimov, Gubareva, et al., 1992
Gerasimov, P.A.; Gubareva, A.I.; Tarbeeva, N.A.; Kunderenko, V.M., Physicochemical characteristics of «beta»-picoline, J. Appl. Chem. USSR, 1992, 65, 388-390. [all data]

Scott, Good, et al., 1963
Scott, D.W.; Good, W.D.; Guthrie, G.B.; Todd, S.S.; Hossenlopp, I.A.; Osborn, A.G.; McCullough, J.P., Chemical thermodynamic properties and internal rotation of methylpyridines. II. 3-methylpyridine, J. Phys. Chem., 1963, 67, 685-689. [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, Good, et al., 1963, 2
Scott, D.W.; Good, W.D.; Guthrie, G.B.; Todd, S.S.; Hossenlopp, I.A.; Osborn, A.G.; McCullough, J.P., Chemical Thermodynamic Properties and Internal Rotation of Methylpyridines II. 3-Methylpyridine, J. Phys. Chem., 1963, 67, 685. [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]

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]

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]

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]

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