2-Pyrrolidinone, 1-methyl-

• Formula: C₅H₉NO
• Molecular weight: 99.1311
• IUPAC Standard InChI: InChI=1S/C5H9NO/c1-6-4-2-3-5(6)7/h2-4H2,1H3 Copy

  
• IUPAC Standard InChIKey: SECXISVLQFMRJM-UHFFFAOYSA-N Copy
• CAS Registry Number: 872-50-4
• 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: M-Pyrol; N-Methyl-α-pyrrolidinone; N-Methyl-α-pyrrolidone; N-Methyl-γ-butyrolactam; N-Methyl-2-pyrrolidinone; N-Methyl-2-pyrrolidone; N-Methylpyrrolidinone; N-Methylpyrrolidone; NMP; 1-Methyl-2-Pyrrolidinone; 1-Methyl-2-pyrrolidone; 1-Methyl-5-pyrrolidinone; 1-Methylpyrrolidinone; 2-Pyrrolidone, 1-methyl-; 1-Methylazacyclopentane-2-one; 1-Methylpyrrolidone; N-Methylpyrrolidone-(2); N-Methylpyrrolid-2-one; Methylpyrrolidone; 1-Methylazacyclopentan-2-one; Agsolex 1; N 0131; N-Methyl-gamma-butyrolactam; Micropure ultra; NSC 4594
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Gas phase thermochemistry data
  • Phase change data
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Condensed phase thermochemistry data
  • Gas phase ion energetics data
  • IR Spectrum
  • UV/Visible spectrum
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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Gas 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

Reduced pressure boiling point

Enthalpy of vaporization

Enthalpy of fusion

Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, 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 compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Additional Data

References

Go To: Top, Gas phase thermochemistry data, Phase change data, 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.

Steele, Chirico, et al., 1990
Steele, W.V.; Chirico, R.D.; Nguyen, A.; Hossenlopp, I.A.; Smith, N.K., Determination of ideal-gas enthalpies of formation for key compounds, Am. Inst. Chem. Eng. Symp. Ser. (AIChE Symp. Ser.), 1990, 138-154. [all data]

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]

Gude and Teja, 1994
Gude, M.T.; Teja, A.S., The Critical Properties of Several n-Alkanals, Tetralin and NMP, Experimental Results for DIPPR 1990-91 Projects on Phase Equilibria and Pure Component Properties, 1994, 1994, DIPPR Data Series No. 2, p.174-83. [all data]

Teja and Anselme, 1990
Teja, A.S.; Anselme, M.J., The critical properties of thermally stable and unstable fluids. II. 1986 results, AIChE Symp. Ser., 1990, 86, 279, 122-7. [all data]

Chylinski, Fras, et al., 2004
Chylinski, Krzysztof; Fras, Zbigniew; Malanowski, Stanislaw K., Vapor-Liquid Equilibrium for Propylene Glycol + 2-(2-Hexyloxyethoxy)ethanol and 1-Methyl-2-pyrrolidone + 1-Methoxypropan-2-ol ^«8224», J. Chem. Eng. Data, 2004, 49, 1, 18-23, https://doi.org/10.1021/je034096z . [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]

Palczewska-Tulinska and Oracz, 2007
Palczewska-Tulinska, Marcela; Oracz, Pawel, Vapor Pressures of 1-Methyl-2-pyrrolidone, 1-Methyl-azepan-2-one, and 1,2-Epoxy-3-chloropropane, J. Chem. Eng. Data, 2007, 52, 6, 2468-2471, https://doi.org/10.1021/je700398k . [all data]

Linek, Wichterle, et al., 1996
Linek, Jan; Wichterle, Ivan; Marsh, Kenneth N., Vapor-Liquid Equilibria for N- Methyl-2-pyrrolidone + Benzene, +Toluene, +Heptane, and +Methylcyclohexane, J. Chem. Eng. Data, 1996, 41, 6, 1212-1218, https://doi.org/10.1021/je9601826 . [all data]

Kneisl and Zondlo, 1987
Kneisl, Philip; Zondlo, John W., Vapor pressure, liquid density, and the latent heat of vaporization as functions of temperature for four dipolar aprotic solvents, J. Chem. Eng. Data, 1987, 32, 1, 11-13, https://doi.org/10.1021/je00047a003 . [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]

Dykyj, 1972
Dykyj, J., Petrochemia, 1972, 12, 1, 13. [all data]

Bludilina, Baev, et al., 1979
Bludilina, V.I.; Baev, A.K.; Matveev, V.K.; Gaidym, I.L.; Shcherbina, E.I., Zh. Fiz. Khim., 1979, 53, 1052. [all data]

Lisicki and Jamróz, 2000
Lisicki, Zygmunt; Jamróz, Malgorzata E., (Solid + liquid) equilibria in (polynuclear aromatic+ tertiary amide) systems, The Journal of Chemical Thermodynamics, 2000, 32, 10, 1335-1353, https://doi.org/10.1006/jcht.2000.0685 . [all data]

Notes

Go To: Top, Gas phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References

• Symbols used in this document:
  

  Pc	Critical pressure
  Tboil	Boiling point
  Tc	Critical temperature
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔvapH	Enthalpy of vaporization
  ΔvapH°	Enthalpy of vaporization at standard conditions
  ρc	Critical density

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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