N-Phenylmaleimide
- Formula: C10H7NO2
- Molecular weight: 173.1681
- IUPAC Standard InChIKey: HIDBROSJWZYGSZ-UHFFFAOYSA-N
- CAS Registry Number: 941-69-5
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Other names: 1H-Pyrrole-2,5-dione, 1-phenyl-; Maleimide, N-phenyl-; Maleanil; Maleimidobenzene; Maleinanil; N-Fenylimid kyseliny maleinove; Pyrrole-1,5-dione, N-phenyl-; N-Phenylpyrrole-2,5-dione; NSC 8183; Phenylmaleimide; N-phenyl-2,5-dioxo-iso-pyrrole
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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
AC - William E. Acree, Jr., James S. Chickos
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
435.2 | 0.016 | Weast and Grasselli, 1989 | BS |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
98. ± 1. | 350. to 370. | C | Kiselev, Kashaeva, et al., 1998 | AC |
Reaction 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
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
By formula: C20H14O + C10H7NO2 = C30H21NO3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -98.32 ± 0.75 | kJ/mol | Cm | Kiselev, Ustyugov, et al., 1977 | liquid phase; solvent: Dioxane |
Gas phase ion energetics 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: John E. Bartmess
Electron affinity determinations
EA (eV) | Method | Reference | Comment |
---|---|---|---|
1.362 ± 0.087 | IMRE | Paul and Kebarle, 1989 | ΔGea(423 K) = -30.0±1 kcal/mol, ΔS = -3±3 eu |
References
Go To: Top, Phase change data, Reaction thermochemistry 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]
Kiselev, Kashaeva, et al., 1998
Kiselev, V.D.; Kashaeva, E.A.; Konovalov, A.I.,
Enthalpies of sublimation, solution, and solvation of N-arylmaleimides,
Russ. J. Gen. Chem., 1998, 68, 8, 1246. [all data]
Kiselev, Ustyugov, et al., 1977
Kiselev, V.D.; Ustyugov, A.N.; Breus, I.P.; Konovalov, A.I.,
Kinetic and thermochemical study of the Diels-Alder reaction,
Dokl. Phys. Chem. (Engl. Transl.), 1977, 234, 320-322, In original 1089. [all data]
Paul and Kebarle, 1989
Paul, G.; Kebarle, P.,
Electron Affinities of Cyclic Unsaturated Dicarbonyls: Maleic Anhydrides, Maleimides, and Cyclopentendione,
J. Am. Chem. Soc., 1989, 111, 2, 464, https://doi.org/10.1021/ja00184a009
. [all data]
Notes
Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
EA Electron affinity Tboil Boiling point ΔrH° Enthalpy of reaction at standard conditions ΔsubH Enthalpy of sublimation - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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