Benzenamine, N,N-dimethyl-4-nitroso-
- Formula: C8H10N2O
- Molecular weight: 150.1778
- IUPAC Standard InChIKey: CMEWLCATCRTSGF-UHFFFAOYSA-N
- CAS Registry Number: 138-89-6
- 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, N,N-dimethyl-p-nitroso-; p-(Dimethylamino)nitrosobenzene; p-(N,N-Dimethylamino)nitrosobenzene; p-Nitroso-N,N-dimethylaniline; Accelerine; Dimethyl(p-nitrosophenyl)amine; N,N-Dimethyl-p-nitrosoaniline; N,N-Dimethyl-4-nitrosoaniline; NDMA; Ultra Brilliant Blue P; 4-(Dimethylamino)nitrosobenzene; 4-Nitroso-N,N-dimethylaniline; 4-Nitrosodimethylaniline; p-Nitroso dimethylaniline; p-Nitrosodimethylanilide; NCI-C01821; Dimethyl-p-nitrosoaniline; Paranitrosodimethylanilide; UN 1369; Vulcaniline; N,N-Dimethyl-4-nitrosobenzenamine; NSC 2775
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 44.22 ± 0.55 | kcal/mol | Ccb | Acree, Tucker, et al., 1994 |
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | 24.62 ± 0.38 | kcal/mol | Ccb | Acree, Tucker, et al., 1994 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1118.6 ± 0.29 | kcal/mol | Ccb | Acree, Tucker, et al., 1994 | ALS |
ΔcH°solid | -1124.1 | kcal/mol | Ccb | Swientoslawski, 1910 | ALS |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
49.40 | 293. | Campbell and Campbell, 1940 | DH |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, 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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 358.9 | K | N/A | Curran and Estok, 1950 | Uncertainty assigned by TRC = 0.7 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 19.6 ± 0.41 | kcal/mol | V | Acree, Tucker, et al., 1994 | ALS |
ΔsubH° | 19.6 ± 0.41 | kcal/mol | ME | Acree, Tucker, et al., 1994 | Based on data from 323. to 334. K.; AC |
Gas phase ion energetics 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: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
7.2 | PE | Egdell, Green, et al., 1975 | |
7.8 ± 0.1 | PE | Egdell, Green, et al., 1975, 2 | Vertical value |
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, UV/Visible spectrum, 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
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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Japan AIST/NIMC Database- Spectrum MS-NW-4763 |
NIST MS number | 229654 |
UV/Visible spectrum
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics 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.
Spectrum
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Additional Data
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Source | Koerber, et al., 1980 |
---|---|
Owner | INEP CP RAS, NIST OSRD Collection (C) 2007 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
Origin | INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS |
Source reference | RAS UV No. 18657 |
Instrument | Varian 635 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Acree, Tucker, et al., 1994
Acree, W.E.; Tucker, S.A.; Pilcher, G.; Toole, G.,
Enthalpies of combustion of 4-dimethylamino-nitrosobenzene and 4-dimethylaminonitrobenzene,
J. Chem. Thermodyn., 1994, 26, 85-90. [all data]
Swientoslawski, 1910
Swientoslawski, W.,
Thermochemische Untersuchungen der organischen Verbindungen. Dritte Mitteilung. Stickstoffhaltige Verbindungen.,
Z. Phys. Chem., 1910, 72, 49-83. [all data]
Campbell and Campbell, 1940
Campbell, A.N.; Campbell, A.J.R.,
The heats of solution, heats of formation,
specific heats and equilibrium diagrams of certain molecular compounds. J. Am. Chem. Soc., 1940, 62, 291-297. [all data]
Curran and Estok, 1950
Curran, B.C.; Estok, G.K.,
The Stabilization of Highly Polar Resonacne Structures by Hydrogen Bonding I. Electric Moments,
J. Am. Chem. Soc., 1950, 72, 4575. [all data]
Egdell, Green, et al., 1975
Egdell, R.; Green, J.C.; Rao, C.N.R.,
Photoelectron spectra of substituted benzenes,
Chem. Phys. Lett., 1975, 33, 600. [all data]
Egdell, Green, et al., 1975, 2
Egdell, R.; Green, J.C.; Rao, C.N.R.; Gowenlock, B.G.; Pfab, J.,
He(I) photoelectron studies of C-nitroso compounds,
J. Chem. Soc. Faraday Trans. 2, 1975, 988. [all data]
Koerber, et al., 1980
Koerber, S.C., et al.,
Biochemistry, 1980, 19, 731. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid Tfus Fusion (melting) point 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 ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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