Propanamide, N-methyl-
- Formula: C4H9NO
- Molecular weight: 87.1204
- IUPAC Standard InChIKey: QJQAMHYHNCADNR-UHFFFAOYSA-N
- CAS Registry Number: 1187-58-2
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Propionamide, N-methyl-; N-Methylpropionamide; N-Methylpropionic acid amide; N-Methylpropanamide; N-Methylpropionsaureamid
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Phase change data
Go To: Top, 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 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 |
---|---|---|---|---|---|
ΔvapH° | 15.9 ± 0.05 | kcal/mol | GS | Verevkin, Emel'yanenko, et al., 2009 | Based on data from 307. to 371. K.; AC |
ΔvapH° | 16.0 ± 0.31 | kcal/mol | EB,BG | Morgan and Kopp, 1998 | Based on data from 368. to 473. K.; AC |
ΔvapH° | 15.5 ± 0.07 | kcal/mol | C | Starzewski, Wadso, et al., 1984 | AC |
Reduced pressure boiling point
Tboil (K) | Pressure (atm) | Reference | Comment |
---|---|---|---|
419.2 | 0.12 | Aldrich Chemical Company Inc., 1990 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
15.3 ± 0.05 | 339. | GS | Verevkin, Emel'yanenko, et al., 2009 | Based on data from 307. to 371. K.; AC |
15.3 ± 0.07 | 420. | EB,BG | Morgan and Kopp, 1998 | Based on data from 368. to 473. K.; AC |
13.0 | 376. | N/A | Schmelzer and Pusch, 1995 | Based on data from 361. to 414. K.; AC |
13.0 | 318. | A | Stephenson and Malanowski, 1987 | Based on data from 303. to 363. K. See also Gopal and Rizvi, 1968.; AC |
13.5 ± 0.05 | 431. | EB | Vasil'eva, 1983 | Based on data from 381. to 480. K. See also Verevkin, Emel'yanenko, et al., 2009.; AC |
15.3 ± 0.05 | 431. | EB | Vasil'eva, 1983 | Based on data from 381. to 480. K. See also Verevkin, Emel'yanenko, et al., 2009.; AC |
Gas phase ion energetics data
Go To: Top, Phase change data, 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) | 220.0 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 212.6 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Gas basicity at 298K
Gas basicity (review) (kcal/mol) | Reference | Comment |
---|---|---|
207. ± 1. | Witt and Grutzmacher, 1997 | m-Toluidine. GB upper limit. Data readjusted to Hunter and Lias, 1998; MM |
References
Go To: Top, Phase change data, Gas phase ion energetics data, Notes
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
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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