Pyridine, 2-methoxy-

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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

Quantity Value Units Method Reference Comment
Tboil415.7KN/AWeast and Grasselli, 1989BS
Tboil415.KN/ABeak, Bonham, et al., 1968Uncertainty assigned by TRC = 3. K; TRC

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
9.68319.AStephenson and Malanowski, 1987Based on data from 304. to 338. K.; AC
9.7 ± 0.75403.VBeak, Bonham, et al., 1968, 2Heat of isomerization; ALS

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

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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

Pyridine, 2-methoxy- = 2(1H)-Pyridinone, 1-methyl-

By formula: C6H7NO = C6H7NO

Quantity Value Units Method Reference Comment
Δr-13.7 ± 1.1kcal/molCisoBeak, Mueller, et al., 1974liquid phase; solvent: 1,2-Dichloroethane; #LED
Δr-9.4 ± 1.4kcal/molCisoBeak, Mueller, et al., 1974gas phase; Hr gas phase
Δr-12.4 ± 0.8kcal/molEqkBeak, Bonham, et al., 1968, 2liquid phase; Heat of isomerization
Δr-8.0 ± 2.3kcal/molEqkBeak, Bonham, et al., 1968, 2gas phase; Gas phase isomerization
Δr-12.4 ± 0.8kcal/molEqkBeak and Bonham, 1966liquid phase; At 403 K

Gas phase ion energetics 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

View reactions leading to C6H7NO+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
Proton affinity (review)223.4kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity215.8kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
8.7PECook, El-Abbady, et al., 1977LLK
8.9 ± 0.1EIStefanovic and Grutzmacher, 1974LLK
8.96 ± 0.02EIGronneberg and Undheim, 1972LLK
8.82 ± 0.03PECook, El-Abbady, et al., 1977Vertical value; LLK

References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]

Beak, Bonham, et al., 1968
Beak, P.; Bonham, J.; Lee, J.T., Equilibrium studies. The energy for some six-membered heterocyclic methyl amide-imidate isomer pairs, J. Am. Chem. Soc., 1968, 90, 1569-82. [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]

Beak, Bonham, et al., 1968, 2
Beak, P.; Bonham, J.; Lee, J.T., Jr., Equilibration studies. The energy differences for some six-membered heterocyclic methyl amide-imidate isomer paris, J. Am. Chem. Soc., 1968, 90, 1569-1582. [all data]

Beak, Mueller, et al., 1974
Beak, P.; Mueller, D.S.; Lee, J., Equilibration studies. Determination of the enthalpy difference between methyltropic isomers from heats of methylation, J. Am. Chem. Soc., 1974, 96, 3867-3874. [all data]

Beak and Bonham, 1966
Beak, P.; Bonham, J., Equilibration studies: the relative chemical binding energies of 2-methoxypyridine-n-methylpyrid-2-one and 4-methoxypyridine-N-methylpyrid-4-one, Chem. Commun., 1966, 631-632. [all data]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Cook, El-Abbady, et al., 1977
Cook, M.J.; El-Abbady, S.; Katritzky, A.R.; Guimon, C.; Pfister-Guillouzo, G., Photoelectron spectra of hydroxy- and mercapto-pyridines and models of fixed structure, J. Chem. Soc. Perkin Trans. 2, 1977, 1652. [all data]

Stefanovic and Grutzmacher, 1974
Stefanovic, D.; Grutzmacher, H.F., The ionisation potential of some substituted pyridines, Org. Mass Spectrom., 1974, 9, 1052. [all data]

Gronneberg and Undheim, 1972
Gronneberg, T.; Undheim, K., Mass spectrometry of onium compounds. XI: ionization potentials of hydroxy and mercapto pyridines, Org. Mass Spectrom., 1972, 6, 823. [all data]


Notes

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