Propanamide, N-methyl-

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


Condensed phase thermochemistry data

Go To: Top, Phase change data, Gas phase ion energetics data, Gas Chromatography, 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
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Δfliquid-76.5 ± 0.2kcal/molCcbVasil'eva and Zhil'tsova, 1982ALS
Quantity Value Units Method Reference Comment
Δcliquid-607.0 ± 0.2kcal/molCcbVasil'eva and Zhil'tsova, 1982ALS

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
42.8298.15Konicek and Wadso, 1971DH

Phase change data

Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, Gas Chromatography, 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
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

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, References, Notes

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

Gas Chromatography

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

Kovats' RI, non-polar column, isothermal

View large format table.

Column type Active phase Temperature (C) I Reference Comment
PackedSE-30180.921.Krawczyk and Piotrowski, 1989N2, Chromosorb W AW; Column length: 1. m

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type Active phase I Reference Comment
CapillaryOV-101897.Zenkevich, 200525. m/0.20 mm/0.10 μm, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C

Normal alkane RI, polar column, custom temperature program

View large format table.

Column type Active phase I Reference Comment
CapillaryDB-Wax1645.Peng, Yang, et al., 1991Program: not specified
CapillaryDB-Wax1690.Peng, Yang, et al., 1991Program: not specified

References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Gas Chromatography, Notes

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

Vasil'eva and Zhil'tsova, 1982
Vasil'eva, T.F.; Zhil'tsova, E.N., Heat of combustion of two monomethylamides, Termodin. Organ. Soedin., 1982, 108-110. [all data]

Konicek and Wadso, 1971
Konicek, J.; Wadso, I., Thermochemical properties of some carboxylic acids, amines and N-substituted amides in aqueous solution, Acta Chem. Scand., 1971, 25, 1541-1551. [all data]

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]

Krawczyk and Piotrowski, 1989
Krawczyk, W.; Piotrowski, G.T., Relationships Between Structure and Retention Index for N-Substituted Amides of Aliphatic Acids on a Non-Polar Column, J. Chromatogr., 1989, 463, 297-304, https://doi.org/10.1016/S0021-9673(01)84484-8 . [all data]

Zenkevich, 2005
Zenkevich, I.G., Experimentally measured retention indices., 2005. [all data]

Peng, Yang, et al., 1991
Peng, C.T.; Yang, Z.C.; Ding, S.F., Prediction of rentention idexes. II. Structure-retention index relationship on polar columns, J. Chromatogr., 1991, 586, 1, 85-112, https://doi.org/10.1016/0021-9673(91)80028-F . [all data]


Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Gas Chromatography, References