Benzenamine, 4,4'-methylenebis-
- Formula: C13H14N2
- Molecular weight: 198.2637
- IUPAC Standard InChIKey: YBRVSVVVWCFQMG-UHFFFAOYSA-N
- CAS Registry Number: 101-77-9
- 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: Aniline, 4,4'-methylenedi-; p,p'-Diaminodiphenylmethane; p,p'-Methylenedianiline; Bis(p-aminophenyl)methane; Bis(4-aminophenyl)methane; Diaminodiphenylmethane; Dianilinemethane; Epicure DDM; Epikure DDM; HT 972; Jeffamine AP-20; Methylenebis[aniline]; Methylenedianiline; Tonox; 4,4'-Diaminodiphenylmethane; 4,4'-Diphenylmethanediamine; 4,4'-Methylenebis[aniline]; 4,4'-Methylenedianiline; p-Toluidine, α-(p-aminophenyl)-; p,p'-Diaminodifenylmethan; Bis-p-aminofenylmethan; Di(4-aminophenyl)methane; DADPM; DDM; MDA; NCI-C54604; 4-(4-Aminobenzyl)aniline; 4,4'-Diaminodiphenylmethan; Ancamine TL; Araldite hardener 972; Curithane; 4,4'-Methylenebis(benzeneamine); 4,4-Methylenedianiline; Sumicure M; UN 2651; Bis(aminophenyl)methane; 4,4'-Methylenedibenzenamine; Dianiline, 4,4'-methylene-; NSC 4709
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Phase change 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:
DH - Eugene S. Domalski and Elizabeth D. Hearing
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 366. | K | N/A | Lesbats and Lichanot, 1987 | DH |
Tfus | 363.8 | K | N/A | Marchidan and Ciopec, 1978 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 363.7 | K | N/A | Marchidan and Ciopec, 1978, 2 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 366. | K | N/A | Zalikin and Strepikheev, 1966 | DH |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
109.3 | 358. | A | Stephenson and Malanowski, 1987 | Based on data from 343. to 393. K.; AC |
98.0 | 501. | A | Stephenson and Malanowski, 1987 | Based on data from 486. to 545. K.; AC |
89. ± 2. | 471. | V | Zalykin and Strepikheev, 1966 | ALS |
100.6 | 502. | A | Zalikin and Strepikheev, 1966 | Based on data from 471. to 545. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
471. to 545. | 0.9431 | 418.787 | -356.851 | Zalikin and Strepikheev, 1966 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
19.69 | 362.7 | DSC | Khimeche and Dahmani, 2006 | AC |
9.23 | 363.7 | N/A | Domalski and Hearing, 1996 | AC |
9.225 | 363.7 | N/A | Marchidan and Ciopec, 1978, 3 | DH |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
25.4 | 363.7 | Marchidan and Ciopec, 1978, 3 | DH |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Lesbats and Lichanot, 1987
Lesbats, C.; Lichanot, A.,
Capacites calorifiques de durcisseurs amines et resines epoxydes,
Thermochim. Acta, 1987, 109, 317-329. [all data]
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, 131-49. [all data]
Marchidan and Ciopec, 1978, 2
Marchidan, D.I.; Ciopec, M.,
Thermodynamic properties of maleic, trimellitic and pryomellitic anhydrides,
Rev. Roum. Chim., 1978, 23, 1, 19-20. [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]
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]
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]
Khimeche and Dahmani, 2006
Khimeche, K.; Dahmani, A.,
Determination by DSC of solid--liquid diagrams for polyaromatic -- 4,4'diaminodiphenylmethane binary systems,
J Therm Anal Calorim, 2006, 84, 1, 47-52, https://doi.org/10.1007/s10973-005-7167-9
. [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]
Marchidan and Ciopec, 1978, 3
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]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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