2,5-Pyrrolidinedione, 1-methyl-
- Formula: C5H7NO2
- Molecular weight: 113.1146
- IUPAC Standard InChI: InChI=1S/C5H7NO2/c1-6-4(7)2-3-5(6)8/h2-3H2,1H3
- IUPAC Standard InChIKey: KYEACNNYFNZCST-UHFFFAOYSA-N
- CAS Registry Number: 1121-07-9
- 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: Succinimide, N-methyl-; N-Methylsuccinimide; 1-Methyl-2,5-pyrrolidinedione
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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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 507.2 | K | N/A | Weast and Grasselli, 1989 | BS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 19.1 ± 0.07 | kcal/mol | V | Roux, Jimenez, et al., 1997 | ALS |
| ΔsubH° | 19.1 ± 0.07 | kcal/mol | N/A | Roux, Jimenez, et al., 1997 | AC |
Reduced pressure boiling point
| Tboil (K) | Pressure (atm) | Reference | Comment |
|---|---|---|---|
| 398. to 401. | 0.026 | Frinton Laboratories Inc., 1986 | BS |
Enthalpy of sublimation
| ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 19.3 ± 0.07 | 289. | ME | Roux, Jimenez, et al., 1997 | Based on data from 280. to 298. K.; 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 compiled by: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 10.71 | PE | Dougherty, Brint, et al., 1978 | Vertical value |
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]
Roux, Jimenez, et al., 1997
Roux, M.V.; Jimenez, P.; Martin-Luengo, M.A.; Davalos, J.Z.; Sun, Z.; Hosmane, R.S.; Liebman, J.F.,
The elusive antiaromaticity of Maleimides and maleic anhydride: Enthalpies of formation of N-methylmaleimide, N-methylsuccinimide, N-Methylphtalimide, and N-benzoyl-N-methylbenzamide,
J. Org. Chem., 1997, 62, 2732-2737. [all data]
Frinton Laboratories Inc., 1986
Frinton Laboratories Inc.,
Catalog Number 11, Frinton Laboratories Inc., Vineland, NJ, 1986, 99. [all data]
Dougherty, Brint, et al., 1978
Dougherty, D.; Brint, P.; McGlynn, S.P.,
Photoelectron spectroscopy of carbonyls. Lone-pair interactions in α-, β-, γ δ-dicarbonyls,
J. Am. Chem. Soc., 1978, 100, 5597. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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