Benzenamine, 4,4'-oxybis-
- Formula: C12H12N2O
- Molecular weight: 200.2365
- IUPAC Standard InChIKey: HLBLWEWZXPIGSM-UHFFFAOYSA-N
- CAS Registry Number: 101-80-4
- 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'-oxydi-; p-Aminophenyl ether; p,p'-Diaminodiphenyl ether; p,p'-Oxydianiline; Bis(p-aminophenyl) ether; Bis(4-aminophenyl) ether; Diaminodiphenyl ether; Oxybis[4-aminobenzene]; Oxydi-p-phenylenediamine; 4-Aminophenyl ether; 4,4'-Diaminodiphenyl ether; 4,4'-Diaminodiphenyl oxide; 4,4'-Diaminophenyl ether; 4,4'-Oxybis[aniline]; 4,4'-Oxydianiline; di(4-Aminophenyl) ether; p,p'-Oxybis(aniline); Dadpe; Ether, 4,4'-diaminodiphenyl-; NCI-C50146; Oxydianiline; 4,4-Dadpe; 4,4-Diaminodiphenyl ether; 4,4-Oxydianiline; 4,4'-Diaminobiphenyl oxide; 4,4'-Oxybisbenzenamine; 4,4'-Oxydiphenylamine; 4,4'-Diaminophenyl oxide; NSC 37075; 4-(4-Aminophenoxy)phenylamine
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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 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 |
---|---|---|---|---|---|
ΔfH°solid | -4.1 | kcal/mol | Ccb | Karyakin, Bazhan, et al., 1977 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1534.4 ± 0.3 | kcal/mol | Ccb | Karyakin, Bazhan, et al., 1977 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 57.60 | cal/mol*K | N/A | Karyakin, Bazhan, et al., 1977, 2 | DH |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
66.49 | 298. | Lesbats and Lichanot, 1987 | T = 250 to 400 K.; DH |
67.09 | 298. | Marchidan and Ciopec, 1978 | T = 298 to 502 K.; DH |
61.76 | 300. | Karyakin, Bazhan, et al., 1977, 2 | T = 60 to 400 K.; DH |
Phase change data
Go To: Top, Condensed phase thermochemistry 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 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 464. | K | N/A | Lesbats and Lichanot, 1987 | DH |
Tfus | 465.4 | K | N/A | Marchidan and Ciopec, 1978, 2 | Uncertainty assigned by TRC = 0.1 K; TRC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
1.85 | 465.4 | Domalski and Hearing, 1996 | AC |
1.850 | 465.4 | Marchidan and Ciopec, 1978 | DH |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
3.97 | 465.4 | Marchidan and Ciopec, 1978 | DH |
Reaction thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change 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: 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
+ = C20H16N2O4
By formula: C12H12N2O + C8H4O3 = C20H16N2O4
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -16.7 ± 0.1 | kcal/mol | Eqk | Karyakin, Rabinovich, et al., 1978 | liquid phase; solvent: DMF |
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.
Karyakin, Bazhan, et al., 1977
Karyakin, N.V.; Bazhan, N.G.; Sapozhnikov, V.N.; Shvetsova, K.G.; Berestneva, G.L.; Lomteva, A.N.; Zimin, Yu.B.; Korshak, V.V.,
Thermodynamics of synthesis of poly-(p,p'-diphenyleneoxide)pyromellitimide,
Polym. Sci. USSR, 1977, 19, 1766-1775. [all data]
Karyakin, Bazhan, et al., 1977, 2
Karyakin, N.V.; Bazhan, N.G.; Sapozhnikov, V.N.; Shvetsova, K.G.; Berestneva, G.L.; Lomteva, A.N.; Zimin, Yu.B.; Korshak, V.V.,
Thermodynamics of synthesis of poly-(p,p'-diphenylene oxide)pyromellitimide,
Vysokomol. Soedin., 1977, A19, 1541-1548. [all data]
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, 131-150. [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]
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]
Karyakin, Rabinovich, et al., 1978
Karyakin, N.V.; Rabinovich, I.B.; Pal'tseva, N.G.,
Thermodynamics of the reactions of aromatic diamines with dianhydrides of tetracarboxylic acids,
Polym. Sci. USSR, 1978, 20, 2274-2279. [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 S°solid,1 bar Entropy of solid at standard conditions (1 bar) Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions 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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