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
- IUPAC Standard InChIKey: UPMLOUAZCHDJJD-UHFFFAOYSA-N
- 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
The 3d structure may be viewed using Java or Javascript. - 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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Condensed phase thermochemistry data
Go To: Top, 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔcH°liquid | -6912. ± 54. | kJ/mol | Ccb | Zalykin and Strepikheev, 1966 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔfH°solid | -53.0 ± 3.3 | kJ/mol | Ccb | Lebedev, Evstropov, et al., 1977 | see Lebedev, Rabinovich, et al., 1977; ALS |
| ΔfH°solid | -56. ± 13. | kJ/mol | Ccb | Zhuravlev, Selivanov, et al., 1975 | Heat of combustion by Selivanov and Konstantinov, 1970; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -7279. ± 3.3 | kJ/mol | Ccb | Lebedev, Evstropov, et al., 1977 | see Lebedev, Rabinovich, et al., 1977; ALS |
| ΔcH°solid | -7276. ± 13. | kJ/mol | Ccb | Selivanov and Konstantinov, 1970 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 332.5 | J/mol*K | N/A | Lebedev, Evstropov, et al., 1977, 2 | DH |
| S°solid,1 bar | 332.5 | J/mol*K | N/A | Lebedev, Rabinovich, et al., 1977, 2 | DH |
Constant pressure heat capacity of solid
| Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 307.0 | 298.15 | Lebedev, Evstropov, et al., 1977, 2 | T = 12 to 355 K. Data deposited VINITI, No 4328-76, 14 December 1976.; DH |
| 313. | 300. | Lebedev, Rabinovich, et al., 1977, 2 | T = 13 to 400 K. Data given graphically. Value estimated from graph.; DH |
| 244.8 | 334. | Zalikin and Strepikheev, 1966 | T = 46 to 78°C, mean value.; DH |
References
Go To: Top, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
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]
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]
Notes
Go To: Top, Condensed phase thermochemistry data, References
- 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) ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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