2-Butanone, oxime
- Formula: C4H9NO
- Molecular weight: 87.1204
- IUPAC Standard InChI: InChI=1S/C4H9NO/c1-3-4(2)5-6/h6H,3H2,1-2H3
- IUPAC Standard InChIKey: WHIVNJATOVLWBW-UHFFFAOYSA-N
- CAS Registry Number: 96-29-7
- 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: Butanone oxime; Ethyl methyl ketone oxime; Ethyl methyl ketoxime; Methyl ethyl ketone oxime; Methyl ethyl ketoxime; MEK-Oxime; USAF EK-906; Ethyl-methylketonoxim; Skino No. 2; Troykyd anti-skin B; USAF AM-3; 2-Butoxime; Aron M 1; SKINO 2; Pentan-2-one,oxime; Butan-2-one, oxime; NSC 442
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Phase change 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 425.7 | K | N/A | Weast and Grasselli, 1989 | BS |
| Quantity | Value | Units | Method | Reference | Comment |
| Tfus | 243.65 | K | N/A | Timmermans and Mattaar, 1921 | Uncertainty assigned by TRC = 0.5 K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 59.1 ± 0.2 | kJ/mol | GS | Verevkin, Emel'yanenko, et al., 2009 | Based on data from 283. - 329. K.; AC |
| ΔvapH° | 57.7 | kJ/mol | N/A | Messow, B«65533»r, et al., 1975 | Based on data from 313. - 333. K. See also Verevkin, Emel'yanenko, et al., 2009.; AC |
Reduced pressure boiling point
| Tboil (K) | Pressure (bar) | Reference | Comment |
|---|---|---|---|
| 332.7 | 0.020 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 58.6 ± 0.2 | 306. | GS | Verevkin, Emel'yanenko, et al., 2009 | Based on data from 283. - 329. K.; AC |
| 53.7 | 323. | A | Stephenson and Malanowski, 1987 | Based on data from 308. - 425. K.; AC |
| 55.5 | 330. | A | Stephenson and Malanowski, 1987 | Based on data from 318. - 343. K.; AC |
| 57.2 | 323. | N/A | Messow, B«65533»r, et al., 1975 | Based on data from 313. - 333. K. See also Verevkin, Emel'yanenko, et al., 2009.; AC |
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.
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]
Timmermans and Mattaar, 1921
Timmermans, J.; Mattaar, J.F.,
Freezing points of orgainic substances VI. New experimental determinations.,
Bull. Soc. Chim. Belg., 1921, 30, 213. [all data]
Verevkin, Emel'yanenko, et al., 2009
Verevkin, Sergey P.; Emel'yanenko, Vladimir N.; Toktonov, Alexey V.; Goodrich, Peter; Hardacre, Christopher,
Thermochemistry of Ionic Liquid-Catalyzed Reactions: Theoretical and Experimental Study of the Beckmann Rearrangement---Kinetic or Thermodynamic Control? «8224»,
Ind. Eng. Chem. Res., 2009, 48, 22, 9809-9816, https://doi.org/10.1021/ie900633r
. [all data]
Messow, B«65533»r, et al., 1975
Messow, U.; B«65533»r, J.; Quitzsch, K.; Geiseler, G.,
Isotherme Dampfdruckmessungen an bin«65533»ren Oximgemischen,
J. Prakt. Chem., 1975, 317, 1, 114-122, https://doi.org/10.1002/prac.19753170113
. [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]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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