1H-Pyrrole-2,5-dione, 1,1'-(methylenedi-4,1-phenylene)bis-
- Formula: C21H14N2O4
- Molecular weight: 358.3469
- IUPAC Standard InChIKey: XQUPVDVFXZDTLT-UHFFFAOYSA-N
- CAS Registry Number: 13676-54-5
- 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: Bismaleimide S; p,p'-Dimaleimidodiphenylmethane; p,p'-Methylenebis(N-phenylmaleimide); Bis(p-maleimidophenyl)methane; Bis(4-maleimidophenyl)methane; Bismaleimide, 4,4'-diphenylmethane; Diphenylmethanebismaleimide; Maleimide, N,N'-(methylenedi-p-phenylene)di-; Methylenedi-p-phenylene-N,N'-bismaleimide; N,N'-(Methylenedi-p-phenylene)dimaleimide; N,N'-(Methylenedi-4,1-phenylene)bismaleimide; N,N'-p,p'-Diphenylmethanebismaleimide; N,N'-Bismaleimido-4,4'-diphenylmethane; N,N'-4,4'-Diaminodiphenylmethanebismaleimide; N,N'-4,4'-Diphenylmethanebismaleimide; 4,4'-(N,N'-Bismaleimido)diphenylmethane; 4,4'-Biphenylmethanebismaleimide; 4,4'-Bis(maleimido)diphenylmethane; 4,4'-Dimaleimidodiphenylmethane; 4,4'-Diphenylmethanebismaleimide; 4,4'-Diphenylmethanedimaleimide; 4,4'-Methylenebis(phenylmaleimide); 4,4'-Methylenebis(N-phenylenemaleimide); 4,4'-Methylenebis(N-phenylmaleimide); 4,4'-Methylenedianiline bismaleimide; p,p'-Bis(N-maleimidophenyl)methane; 4,4'-Bis(maleimidophenyl)methane; NSC 44754; XU 292A; 1,1'-(methylenedi-p-phenylene)bismaleimide
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Condensed phase thermochemistry data
Go To: Top, Phase change data, Reaction thermochemistry 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: Eugene S. Domalski and Elizabeth D. Hearing
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
28.20 | 298. | Marchidan and Ciopec, 1978 | T = 298 to 571 K. Values for solid seem odd; increase from 118 to 345 J/mol*K at 420 K. |
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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 430.95 | K | N/A | Marchidan and Ciopec, 1978, 2 | Uncertainty assigned by TRC = 0.1 K; TRC |
Tfus | 430.9 | K | N/A | Marchidan and Ciopec, 1978, 3 | Uncertainty assigned by TRC = 2. K; TRC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
4.3547 | 430.9 | Marchidan and Ciopec, 1978 | DH |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
10.1 | 430.9 | Marchidan and Ciopec, 1978 | DH |
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
+
= C41H28N2O5
By formula: C21H14N2O4 + C20H14O = C41H28N2O5
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -23.9 | kcal/mol | Cm | Adigezalov, Kiselev, et al., 1991 | liquid phase; solvent: Dioxane |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Marchidan and Ciopec, 1978
Marchidan, D.I.; Ciopec, M.,
Relative enthalpies and related thermodynamic functions of some organic compounds by drop calorimetry,
J. Therm. Anal., 1978, 14, 131-150. [all data]
Marchidan and Ciopec, 1978, 2
Marchidan, D.I.; Ciopec, M.,
Relative enthalpies and related thermodynamic functions of some organic compounds by drop calorimetry,
J. Therm. Anal., 1978, 14, 131-49. [all data]
Marchidan and Ciopec, 1978, 3
Marchidan, D.I.; Ciopec, M.,
Thermodynamic properties of maleic, trimellitic and pryomellitic anhydrides,
Rev. Roum. Chim., 1978, 23, 1, 19-20. [all data]
Adigezalov, Kiselev, et al., 1991
Adigezalov, N.R.; Kiselev, V.D.; Konovalov, A.I.,
Bis-reagents in Diels-Alder reactions. V. Kinetics and thermochemistry of reactions of N,N'-bis(dichloromaleimides) with 1,3-diphenylisobenzofuran,
Zh. Org. Khim., 1991, 27, 1774-1779. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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