Benzene, 1,1'-methylenebis[4-isocyanato-

• Formula: C₁₅H₁₀N₂O₂
• Molecular weight: 250.2521
• IUPAC Standard InChI: InChI=1S/C15H10N2O2/c18-10-16-14-5-1-12(2-6-14)9-13-3-7-15(8-4-13)17-11-19/h1-8H,9H2 Copy

  
• IUPAC Standard InChIKey: UPMLOUAZCHDJJD-UHFFFAOYSA-N Copy
• CAS Registry Number: 101-68-8
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• Other names: p,p'-Diphenylmethane diisocyanate; Isocyanic acid, methylenedi-p-phenylene ester; p,p'-Methylenebis[phenyl isocyanate]; Bis(p-isocyanatophenyl)methane; Bis(1,4-isocyanatophenyl)methane; Bis(4-isocyanatophenyl)methane; Caradate 30; Desmodur 44; Diphenylmethane diisocyanate; Diphenylmethane p,p'-diisocyanate; Diphenylmethane 4,4'-diisocyanate; Hylene M50; Isonate 125 MF; Isonate 125M; Methylenebis[p-phenyl isocyanate]; Methylenebis[p-phenylene isocyanate]; Methylenebis[4-isocyanatobenzene]; Methylenebis[4-phenyl isocyanate]; Methylenebis[4-phenylene isocyanate]; Methylenedi(p-phenyl isocyanate); Methylenedi(p-phenylene diisocyanate); Methylenedi(p-phenylene isocyanate); MDI; MDR; Nacconate 300; 4,4'-Diisocyanatodiphenylmethane; 4,4'-Methylenebis[phenyl isocyanate]; 4,4'-Methylenedi(phenylene isocyanate); 4,4'-Diphenylmethane diisocyanate; 1,1'-Methylenebis(4-isocyanatobenzene); NCI-C50668; Di-(4-isocyanatophenyl)methane; Difenil-metan-diisocianato; Diphenylmethan-4,4'-diisocyanat; Methylbisphenyl isocyanate; Methylene bisphenyl isocyanate; 4,4'-Diisocyanate de diphenylmethane; 4,4'-Methylenedi-p-phenylene diisocyanate; Difenylmethaan-dissocyanaat; Isonate; 4,4'-Methylenediphenyl isocyanate; Rubinate 44; UN 2489; Diphenylmethane 4,4-diisocyanate; Diphenylmethyl diisocyanate; Methylene diphenyl diisocyanate; Methylenedi-p-phenyl diisocyanate; Nocconate 300; Methylenebisphenylene diisocyanate; 4,4'-Methylenediphenyl diisocyanate; Isocyanic acid, diphenylmethylene ester; Diphenylmethylene diisocyanate
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• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Mass spectrum (electron ionization)
  • References
  • Notes
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Gas phase 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

Condensed phase 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of solid

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
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Enthalpy of vaporization

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (atm)
    T = temperature (K)

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Enthalpy of sublimation

Enthalpy of fusion

Entropy of fusion

Mass spectrum (electron ionization)

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Additional Data

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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.

Zhuravlev, Selivanov, et al., 1975
Zhuravlev, E.Z.; Selivanov, V.D.; Mulyanov, P.V.; Konstantinov, I.I., Physicochemical properties of 4,4'-dicyclohexylmethane diisocyanate, J. Appl. Chem. USSR, 1975, 1137-1139. [all data]

Selivanov and Konstantinov, 1970
Selivanov, V.D.; Konstantinov, I.I., Correction of the heat of combustion of diphenylmethane-4,4'-diisocyanate, J. Appl. Chem., 1970, 43, 2600-2601. [all data]

Zalykin and Strepikheev, 1966
Zalykin, A.A.; Strepikheev, Yu.A., Certain physicochemical constants of 4,4'-diaminodiphenylmethane and diphenylmethane 4,4'diisocyanate, J. Appl. Chem. USSR (Engl. Transl.), 1966, 39, 2448, In original 2607. [all data]

Lebedev, Evstropov, et al., 1977
Lebedev, B.V.; Evstropov, A.A.; Sadikov, G.B.; Larina, L.F., Thermodynamics of di(4-isocyanatophenyl)methane, Russ. J. Phys. Chem. (Engl. Transl.), 1977, 51, 762-763. [all data]

Lebedev, Rabinovich, et al., 1977
Lebedev, B.V.; Rabinovich, I.B.; Kiparisova, E.G.; Evstropov, A.A.; Korshak, V.V.; Pankratov, V.A.; Larina, L.F., Thermodynamics of the polycyclotrimerization of aromatic dicyanates and diisocyanates, Dokl. Phys. Chem. (Engl. Transl.), 1977, 237, 1081-1084, In original 383. [all data]

Lebedev, Evstropov, et al., 1977, 2
Lebedev, B.V.; Evstropov, A.A.; Sadikov, G.B.; Larina, L.F., Thermodynamics of di(4-isocyanatophenyl)methane, Zhur. Fiz. Khim., 1977, 51, 1285. [all data]

Lebedev, Rabinovich, et al., 1977, 2
Lebedev, B.V.; Rabinovich, I.B.; Kiparisova, Y.G.; Evstropov, A.A.; Korshak, V.V.; Pankratov, V.A.; Larina, L.F., Thermodynamics of the polycyclotrimerization of aromatic dicyanates and diisocyanates, Dokl. Akad. Nauk, 1977, SSSR 237, 383-386. [all data]

Zalikin and Strepikheev, 1966
Zalikin, A.A.; Strepikheev, Yu.A., Some physicochemical constants of 4,4'-diaminodiphenylmethane and 4,4'-diphenylmethanediisocyanate, Zhur. Priklad. Khim., 1966, 39, 2607. [all data]

Lebedev, Rabinovich, et al., 1977, 3
Lebedev, B.V.; Rabinovich, I.B.; Kiparisova, E.G.; Evstropov, A.A.; Korshak, V.V.; Pankratov, V.A., Thermodynamics of the polycyclotrimerization of aromatic dicyanates and diisocyanates, Dokl. Akad. Nauk SSSR, 1977, 237, 383-6. [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]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [all data]

Lebedev, Evstropov, et al., 1977, 3
Lebedev, B.V.; Evstropov, A.A.; Sadikov, G.B.; Larina, L.F., Russ. J. Phys. Chem., 1977, 51, 762. [all data]

Notes

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• Symbols used in this document:
  

  Cp,solid	Constant pressure heat capacity of solid
  S°solid,1 bar	Entropy of solid at standard conditions (1 bar)
  Ttriple	Triple point temperature
  ΔcH°liquid	Enthalpy of combustion of liquid at standard conditions
  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔfusS	Entropy of fusion
  ΔsubH	Enthalpy of sublimation
  ΔvapH	Enthalpy of vaporization

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