2-Piperidinone
- Formula: C5H9NO
- Molecular weight: 99.1311
- IUPAC Standard InChIKey: XUWHAWMETYGRKB-UHFFFAOYSA-N
- CAS Registry Number: 675-20-7
- Chemical structure:
This structure is also available as a 2d Mol file - Species with the same structure:
- Other names: 2-Piperidone; α-Piperidone; δ-Valerolactam; Pentanoic acid, 5-amino-, lactam; 5-Pentanolactam; Piperidon; Piperidone-2; Delta-valerolactam; NSC 18894; NSC 2305; Valerolactim; Piperidin-2-one
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- Other data available:
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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
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 529.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 312.2 | K | N/A | Strepikheev, Skuratov, et al., 1955 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 311.85 | K | N/A | Kolesov, Paukov, et al., 1962 | Uncertainty assigned by TRC = 0.05 K; TRC |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
75.5 | 302. | A | Stephenson and Malanowski, 1987 | Based on data from 293. to 312. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
10.502 | 311.85 | Kolesov, Paukov, et al., 1962, 2 | DH |
10.493 | 311.85 | Kolesov, Paukov, et al., 1959 | DH |
10.5 | 311.9 | Domalski and Hearing, 1990 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
33.7 | 311.85 | Kolesov, Paukov, et al., 1962, 2 | DH |
33.6 | 311.85 | Kolesov, Paukov, et al., 1959 | DH |
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 compiled as indicated in comments:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to C5H9NO+ (ion structure unspecified)
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.15 ± 0.02 | PI | Potapov, Filyugina, et al., 1968 | RDSH |
9.30 | PE | Treschanke and Rademacher, 1985 | Vertical value; LBLHLM |
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.
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]
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]
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, 1990
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase Volume II,
J. Phys. Chem. Ref. Data, 1990, 19, 4, 881, https://doi.org/10.1063/1.555876
. [all data]
Potapov, Filyugina, et al., 1968
Potapov, V.K.; Filyugina, A.D.; Shigorin, D.N.; Ozerova, G.A.,
Photoionization of some compounds containing the carbonyl and amino groups,
Dokl. Akad. Nauk SSSR, 1968, 180, 398, In original 352. [all data]
Treschanke and Rademacher, 1985
Treschanke, L.; Rademacher, P.,
Electronic structure and conformational properties of the amide linkage,
J. Mol. Struct., 1985, 122, 47. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics 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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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