Propanamide, N-methyl-

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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
AC - William E. Acree, Jr., James S. Chickos

Quantity Value Units Method Reference Comment
Δvap15.9 ± 0.05kcal/molGSVerevkin, Emel'yanenko, et al., 2009Based on data from 307. to 371. K.; AC
Δvap16.0 ± 0.31kcal/molEB,BGMorgan and Kopp, 1998Based on data from 368. to 473. K.; AC
Δvap15.5 ± 0.07kcal/molCStarzewski, Wadso, et al., 1984AC

Reduced pressure boiling point

Tboil (K) Pressure (atm) Reference Comment
419.20.12Aldrich Chemical Company Inc., 1990BS

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
15.3 ± 0.05339.GSVerevkin, Emel'yanenko, et al., 2009Based on data from 307. to 371. K.; AC
15.3 ± 0.07420.EB,BGMorgan and Kopp, 1998Based on data from 368. to 473. K.; AC
13.0376.N/ASchmelzer and Pusch, 1995Based on data from 361. to 414. K.; AC
13.0318.AStephenson and Malanowski, 1987Based on data from 303. to 363. K. See also Gopal and Rizvi, 1968.; AC
13.5 ± 0.05431.EBVasil'eva, 1983Based on data from 381. to 480. K. See also Verevkin, Emel'yanenko, et al., 2009.; AC
15.3 ± 0.05431.EBVasil'eva, 1983Based on data from 381. to 480. K. See also Verevkin, Emel'yanenko, et al., 2009.; AC

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:
MM - Michael M. Meot-Ner (Mautner)

Quantity Value Units Method Reference Comment
Proton affinity (review)220.0kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity212.6kcal/molN/AHunter and Lias, 1998HL

Gas basicity at 298K

Gas basicity (review) (kcal/mol) Reference Comment
207. ± 1.Witt and Grutzmacher, 1997m-Toluidine. GB upper limit. Data readjusted to Hunter and Lias, 1998; MM

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.

Verevkin, Emel'yanenko, et al., 2009
Verevkin, Sergey P.; Emel'yanenko, Vladimir N.; Toktonov, Alexey V.; Goodrich, Peter; Hardacre, Christopher, Thermochemistry of Ionic Liquid-Catalyzed Reactions: Theoretical and Experimental Study of the Beckmann Rearrangement---Kinetic or Thermodynamic Control? «8224», Ind. Eng. Chem. Res., 2009, 48, 22, 9809-9816, https://doi.org/10.1021/ie900633r . [all data]

Morgan and Kopp, 1998
Morgan, Kathleen M.; Kopp, Daniel A., Solvent effects on the stability of simple secondary amides «8224», J. Chem. Soc., Perkin Trans. 2, 1998, 12, 2759-2764, https://doi.org/10.1039/a802717j . [all data]

Starzewski, Wadso, et al., 1984
Starzewski, P.; Wadso, I.; Zielenkiewicz, W., Enthalpies of vaporization of some N-alkylamides at 298.15 K, J. Chem. Thermodyn., 1984, 16, 331-334. [all data]

Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc., Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]

Schmelzer and Pusch, 1995
Schmelzer, Jürgen; Pusch, Jens, Phase equilibria in binary systems containing N-monosubstituted amides and hydrocarbons, Fluid Phase Equilibria, 1995, 110, 1-2, 183-196, https://doi.org/10.1016/0378-3812(95)02753-2 . [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]

Gopal and Rizvi, 1968
Gopal, R.; Rizvi, S.A., J. Indian Chem. Soc., 1968, 45, 1, 13. [all data]

Vasil'eva, 1983
Vasil'eva, T.F., Vapor pressure of 3-methoxypropylamine and six substituted amides in Teplofiz Svoistva Uglevodororov Nefteprod, G.I. Cherednichenko, ed(s)., Ts NIIT Eneftekhim, Moscow, 1983, 85-94. [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]

Witt and Grutzmacher, 1997
Witt, M.; Grutzmacher, H.F., Proton-bound dimers of aliphatic carboxamides: gas-phase basicity and dissociation energy, Int. J. Mass Spectrom. Ion Processes, 1997, 165, 49. [all data]


Notes

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