Methanamine, N-methyl-N-nitro-
- Formula: C2H6N2O2
- Molecular weight: 90.0812
- IUPAC Standard InChIKey: XRWKADIRZXTTLH-UHFFFAOYSA-N
- CAS Registry Number: 4164-28-7
- 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: Dimethylnitramine; Dimethylamine, N-nitro-; s-N,N-Dimethyl nitramine; Dimethylnitroamine; N-Nitrodimethylamine; N,N-Dimethylnitramine; (CH3)2NNO2; Dimethylnitramin; DMNO; DMN; N-Nitro-DMA; NSC 137860
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change 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 | -1.2 ± 0.3 | kcal/mol | Ccb | Matyushin, V'yunova, et al., 1971 | see Korsunsky, Pepkin, et al., 1967 |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change 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°liquid | -17.0 ± 1.0 | kcal/mol | Ccb | Cass, Fletcher, et al., 1958 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -376.1 ± 1.0 | kcal/mol | Ccb | Cass, Fletcher, et al., 1958 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔfH°solid | -17.9 ± 0.3 | kcal/mol | Ccb | Matyushin, V'yunova, et al., 1971 | see Korsunsky, Pepkin, et al., 1967 |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -375.2 ± 0.3 | kcal/mol | Ccb | Matyushin, V'yunova, et al., 1971 | see Korsunsky, Pepkin, et al., 1967 |
ΔcH°solid | -373.2 | kcal/mol | Ccb | Handrick, 1956 | Naval Powder Factory Report 88, 1954 |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry 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:
BS - Robert L. Brown and Stephen E. Stein
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 |
---|---|---|---|---|---|
Tboil | 460.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 345.45 | K | N/A | Bruhl, 1897 | Uncertainty assigned by TRC = 1.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 16.70 | kcal/mol | V | Bradley, Cotson, et al., 1952 | ALS |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
16.7 | 319. | DBM | Stephen, Bradley, et al., 1952 | Based on data from 315. to 324. K. See also Pedley and Rylance, 1977.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
4.125 | 331.5 | DSC | Zeman, 1997 | AC |
9.001 | 327. | N/A | Oyumi and Brill, 1987 | AC |
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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 | T. BRYCE UNILEVER RESEARCH COLWORTH/WELWYN, BEDFORD U.K. |
NIST MS number | 748 |
UV/Visible spectrum
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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
View image of digitized spectrum (can be printed in landscape orientation).
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Source | Andreev, et al., 1978 |
---|---|
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. 22255 |
Instrument | SFD-2 |
Melting point | 58 |
Boiling point | 187 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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.
Matyushin, V'yunova, et al., 1971
Matyushin, Yu.N.; V'yunova, I.B.; Pepekin, V.I.; Apin, A.Ya.,
Enthalpy of formation of the piperidyl radical,
Bull. Acad. Sci. USSR, Div. Chem. Sci., 1971, 2320-2323. [all data]
Korsunsky, Pepkin, et al., 1967
Korsunsky, B.L.; Pepkin, V.I.; Lebedev, Yu.A.; Apin, A.Ya.,
Thermochemical and kinetic investigation of N,N-dimethylnitrosoamine,
Izv. Akad. Nauk SSSR, Ser. Khim., 1967, 525-528. [all data]
Cass, Fletcher, et al., 1958
Cass, R.C.; Fletcher, S.E.; Mortimer, C.T.; Quincey, P.G.; Springall, H.D.,
Heats of combustion and molecular structure. Part IV. Aliphatic nitroalkanes and nitric esters,
J. Chem. Soc., 1958, 958-962. [all data]
Handrick, 1956
Handrick, G.R.,
Report of the study of pure explosive compounds. Part IV. Calculation of heat of combustion of organic compounds from structural features and calculation of power of high explosives, Rpt. C-58247 for the Office of the Chief of Ordnance, contract DA-19-020-ORD-47 by the Arthur D. Little, Inc., Cambridge, MA, 1956, 467-573. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Bruhl, 1897
Bruhl, J.W.,
Spectrochemistry of nitrogen containing compounds V,
Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1897, 22, 373. [all data]
Bradley, Cotson, et al., 1952
Bradley, R.S.; Cotson, S.; Cox, E.G.,
The determination of vapour pressures of the order of 1 mm of mercury by a mnodification of Smith and Menzie's method. The vapour pressure of dimethylnitramine,
J. Chem. Soc., 1952, 740-741. [all data]
Stephen, Bradley, et al., 1952
Stephen, Alistair M.; Bradley, R.S.; Cotson, S.; Cox, E.G.; Gerrard, W.; Thrush, A.M.; Fairfull, A.E.S.; Lowe, J.L.; Peak, D.A.,
Notes,
J. Chem. Soc., 1952, 738, https://doi.org/10.1039/jr9520000738
. [all data]
Pedley and Rylance, 1977
Pedley, J.B.; Rylance, J.,
, Computer Analysed Thermochemical Data: Organic and Organometallic Compounds, University of Sussex, Brighton, 1977. [all data]
Zeman, 1997
Zeman, Svatopluk,
Some predictions in the field of the physical thermal stability of nitramines,
Thermochimica Acta, 1997, 302, 1-2, 11-16, https://doi.org/10.1016/S0040-6031(96)03101-2
. [all data]
Oyumi and Brill, 1987
Oyumi, Y.; Brill, T.B.,
Thermal decomposition of energetic materials. 23. Thermochemical differentiation of cyclic and acyclic nitramines by their phase transitions,
Thermochim. Acta, 1987, 116, 125-130. [all data]
Andreev, et al., 1978
Andreev, S.A., et al.,
Zhur. Organ. Khim., 1978, 14, 240. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), UV/Visible spectrum, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point 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°liquid Enthalpy of formation of liquid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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