2-Pyrrolidinone
- Formula: C4H7NO
- Molecular weight: 85.1045
- IUPAC Standard InChIKey: HNJBEVLQSNELDL-UHFFFAOYSA-N
- CAS Registry Number: 616-45-5
- 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: γ-Aminobutyrolactam; α-Pyrrolidinone; α-Pyrrolidone; γ-Aminobutyric lactam; γ-Butyrolactam; Butanoic acid, 4-amino-, lactam; Butyrolactam; Pyrrolidone; 2-Oxopyrrolidine; 2-Pyrol; 2-Pyrrolidone; 4-Aminobutyric acid lactam; Pyrrolidon; LAM; γ-Aminobutyric acid lactam; 2-Tetrahydropyrrolone; Azacyclopentan-2-one; Pyrrolidone-2; Soluphor P; NSC 4593; NSC 8413; Butanoic acid, 4-amino-; 2-Pyrol4-aminobutyric acid lactam; a-Pyrrolidinone; a-Pyrrolidone; g-Aminobutyric acid lactam; g-Aminobutyric lactam; g-Aminobutyrolactam; g-Butyrolactam; Pyrrolidone2-pyrrolidone; Pyrrolidin-2-one
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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
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
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 518.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 298.72 | K | N/A | Blumenshine and Sears, 1966 | Uncertainty assigned by TRC = 0.1 K; TRC |
Tfus | 298.65 | K | N/A | Strepikheev, Skuratov, et al., 1955 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 299.080 | K | N/A | Kolesov, Paukov, et al., 1962 | Uncertainty assigned by TRC = 0.01 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 73.6 ± 1.3 | kJ/mol | EB,BG | Morgan and Kopp, 1998 | Based on data from 391. to 484. K.; AC |
ΔvapH° | 68.7 ± 1.5 | kJ/mol | V | Steele, Chirico, et al., 1989 | ALS |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
406.2 | 0.016 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
60. | 410. | A | Stephenson and Malanowski, 1987 | Based on data from 395. to 518. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
13.920 | 299.082 | Kolesov, Paukov, et al., 1962, 2 | DH |
13.920 | 299.082 | Kolesov, Paukov, et al., 1959 | DH |
13.92 | 299. | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
46.5 | 299.082 | Kolesov, Paukov, et al., 1962, 2 | DH |
46.5 | 299.082 | Kolesov, Paukov, et al., 1959 | DH |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Blumenshine and Sears, 1966
Blumenshine, R.L.; Sears, P.G.,
Several Properties of the 2-Pyrrolidone-Water System as Functions of Composition and Temperature,
J. Chem. Eng. Data, 1966, 11, 141. [all data]
Strepikheev, Skuratov, et al., 1955
Strepikheev, A.A.; Skuratov, S.M.; Kachinskaya, O.N.; Muromova, R.S.; Brykina, E.P.; Shtekher, S.M.,
Dokl. Akad. Nauk SSSR, 1955, 102, 105. [all data]
Kolesov, Paukov, et al., 1962
Kolesov, V.P.; Paukov, I.E.; Skuratov, S.M.,
Free energy change in the polymerizations of lactams under standard conditions chloride),
Zh. Fiz. Khim., 1962, 36, 770. [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]
Steele, Chirico, et al., 1989
Steele, W.V.; Chirico, R.D.; Nguyen, A.; Hossenlopp, I.A.; Smith, N.K.,
Determination of some pure compound ideal-gas enthalpies of formation,
AIChE Symp. Ser., 1989, 85, 140-162. [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]
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]
Kolesov, Paukov, et al., 1962, 2
Kolesov, V.P.; Paukov, I.E.; Skuratov, S.M.,
Free energy change in the polymerization of lactams under standard conditions [low temperature heat capacities of lactams and potassium],
Zhur. Fiz. Khim., 1962, 36, 770-779. [all data]
Kolesov, Paukov, et al., 1959
Kolesov, V.P.; Paukov, I.E.; Skuratov, S.M.; Seregin, E.A.,
Standard entropies of certain lactams,
Dokl. Akad. Nauk., 1959, SSSR 128, 130-132. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion 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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