2-Pyrrolidinone, 1-methyl-
- Formula: C5H9NO
- Molecular weight: 99.1311
- IUPAC Standard InChIKey: SECXISVLQFMRJM-UHFFFAOYSA-N
- 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:
- Other data available:
- Data at other public NIST sites:
- Options:
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.
Gas phase thermochemistry data
Go To: Top, Phase change data, Mass spectrum (electron ionization), 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -210.85 ± 0.56 | kJ/mol | Ccr | Steele, Chirico, et al., 1990 | Author was aware that data differs from previously reported values |
Phase change data
Go To: Top, Gas phase thermochemistry data, Mass spectrum (electron ionization), 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
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 |
---|---|---|---|---|---|
Tboil | 475.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 721.7 | K | N/A | Gude and Teja, 1994 | Uncertainty assigned by TRC = 0.5 K; by the flow method; TRC |
Tc | 721.8 | K | N/A | Teja and Anselme, 1990 | Uncertainty assigned by TRC = 0.4 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 45.20 | bar | N/A | Gude and Teja, 1994 | Uncertainty assigned by TRC = 0.25 bar; by the flow method; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 3.22 | mol/l | N/A | Teja and Anselme, 1990 | Uncertainty assigned by TRC = 0.06 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 61.9 | kJ/mol | EB | Chylinski, Fras, et al., 2004 | Based on data from 352. to 378. K.; AC |
ΔvapH° | 54.88 ± 0.13 | kJ/mol | V | Steele, Chirico, et al., 1990 | Author was aware that data differs from previously reported values; ALS |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
354.7 | 0.013 | Aldrich Chemical Company Inc., 1990 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
49.5 | 395. | N/A | Palczewska-Tulinska and Oracz, 2007 | Based on data from 380. to 475. K.; AC |
53.1 | 345. | GS | Linek, Wichterle, et al., 1996 | Based on data from 330. to 373. K.; AC |
53.4 | 350. | EB | Kneisl and Zondlo, 1987 | Based on data from 340. to 476. K.; AC |
47.7 | 425. | EB | Kneisl and Zondlo, 1987 | Based on data from 340. to 476. K.; AC |
49.2 | 376. | A | Stephenson and Malanowski, 1987 | Based on data from 361. to 477. K. See also Dykyj, 1972.; AC |
55.3 | 295. | A | Stephenson and Malanowski, 1987 | Based on data from 291. to 299. K.; AC |
49.3 | 403. | N/A | Bludilina, Baev, et al., 1979 | Based on data from 333. to 473. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
18.1 | 248.5 | Lisicki and Jamróz, 2000 | AC |
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
Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.
Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
NIST MS number | 1024 |
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
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.