1H-Pyrrole-2,5-dione, 1,1'-(methylenedi-4,1-phenylene)bis-

• Formula: C₂₁H₁₄N₂O₄
• Molecular weight: 358.3469
• IUPAC Standard InChI: InChI=1S/C21H14N2O4/c24-18-9-10-19(25)22(18)16-5-1-14(2-6-16)13-15-3-7-17(8-4-15)23-20(26)11-12-21(23)27/h1-12H,13H2 Copy

  
• IUPAC Standard InChIKey: XQUPVDVFXZDTLT-UHFFFAOYSA-N Copy
• 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
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Options:
  • Switch to calorie-based units

Data at NIST subscription sites:

• NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.

Condensed phase thermochemistry data

Go To: Top, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), 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

Phase change data

Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Mass spectrum (electron ionization), 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
DH - Eugene S. Domalski and Elizabeth D. Hearing

Enthalpy of fusion

Entropy of fusion

Reaction thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), 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: 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

Mass spectrum (electron ionization)

Go To: Top, Condensed phase thermochemistry data, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.

For Zoom

1.) Enter the desired X axis range (e.g., 100, 200)

2.) Check here for automatic Y scaling

3.) Press here to zoom

Additional Data

References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), 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, Mass spectrum (electron ionization), 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
• The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
• Customer support for NIST Standard Reference Data products.