Butane, 2,3-dimethyl-2,3-dinitro-
- Formula: C6H12N2O4
- Molecular weight: 176.1705
- IUPAC Standard InChI: InChI=1S/C6H12N2O4/c1-5(2,7(9)10)6(3,4)8(11)12/h1-4H3
- IUPAC Standard InChIKey: DWCLXOREGBLXTD-UHFFFAOYSA-N
- CAS Registry Number: 3964-18-9
- 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: 2,3-Dimethyl-2,3-dinitrobutane; 2,3-Dimethyl-2,3-dinitro-n-butane
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Condensed phase thermochemistry data
Go To: Top, Phase change data, Gas Chromatography, 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°solid | -74.5 ± 0.3 | kcal/mol | Ccb | Lebedeva and Ryadnenko, 1968 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -899.8 ± 0.3 | kcal/mol | Ccb | Lebedeva and Ryadnenko, 1968 | |
| ΔcH°solid | -921.4 ± 1.6 | kcal/mol | Ccb | Miller and Hunt, 1945 | Reanalyzed by Cox and Pilcher, 1970, Original value = -922.0 ± 1.6 kcal/mol |
Phase change data
Go To: Top, Condensed phase thermochemistry data, Gas Chromatography, 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: William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 19.0 ± 0.2 | kcal/mol | N/A | Miroshnichenko and Vorob'eva, 1999 |
Enthalpy of sublimation
| ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 20. ± 0.5 | 303. to 330. | ME | Smirnov, Matiushin, et al., 1994 | See also Jones, Lightfoot, et al., 2002. |
Enthalpy of fusion
| ΔfusH (kcal/mol) | Temperature (K) | Reference |
|---|---|---|
| 2.1 | 473. | Jones, Lightfoot, et al., 2002 |
Gas Chromatography
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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | ZB-1 | 1126. | Harvey and Wenzel, 2009 | 15. m/0.25 mm/0.10 μm, Helium, 4. K/min, 185. C @ 15. min; Tstart: 35. C |
| Capillary | ZB-1 | 1128. | Harvey and Wenzel, 2009 | 15. m/0.25 mm/0.10 μm, Helium, 4. K/min, 185. C @ 15. min; Tstart: 35. C |
| Capillary | ZB-1 | 1154. | Harvey and Wenzel, 2009 | 15. m/0.25 mm/0.10 μm, Helium, 4. K/min, 185. C @ 15. min; Tstart: 35. C |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Lebedeva and Ryadnenko, 1968
Lebedeva, N.D.; Ryadnenko, V.L.,
Heats of combustion and formation of polynitroalkanes,
Russ. J. Phys. Chem. (Engl. Transl.), 1968, 42, 1225-1227. [all data]
Miller and Hunt, 1945
Miller, A.J.; Hunt, H.,
Heats of combustion. III The heats of combustion of some polynitroparaffins,
J. Phys. Chem., 1945, 49, 20-21. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Miroshnichenko and Vorob'eva, 1999
Miroshnichenko, E.O.; Vorob'eva, V.P.,
Thermochemical characteristics of nitroalkanes,
Zh. Fiz. Khim., 1999, 73, 3, 419. [all data]
Smirnov, Matiushin, et al., 1994
Smirnov, S.P.; Matiushin, Y.N.; Akmetov, I.Z.,
, Conf. International Civil Aviation Organization, 14-18 February, paper No. AH-DE/8-WP/12, Montreal, Canada, 1994. [all data]
Jones, Lightfoot, et al., 2002
Jones, D.E.G.; Lightfoot, P.D.; Fouchard, R.C.; Kwok, Q.S.M.,
Thermal properties of DMNB, a detection agent for explosives,
Thermochimica Acta, 2002, 388, 1-2, 159-173, https://doi.org/10.1016/S0040-6031(02)00033-3
. [all data]
Harvey and Wenzel, 2009
Harvey, S.D.; Wenzel, T.J.,
Selective retention of explosives and related compounds on gas-chromatographic capillary columns coated with lanthanide(III) beta-diketonate polymers,
J. Chromatogr. A, 2009, 1216, 36, 6417-6423, https://doi.org/10.1016/j.chroma.2009.07.008
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, References
- Symbols used in this document:
ΔcH°solid Enthalpy of combustion of solid 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
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.