Acetaldoxime
- Formula: C2H5NO
- Molecular weight: 59.0672
- IUPAC Standard InChI: InChI=1S/C2H5NO/c1-2-3-4/h2,4H,1H3
- IUPAC Standard InChIKey: FZENGILVLUJGJX-UHFFFAOYSA-N
- CAS Registry Number: 107-29-9
- 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: (E)-CH3CH=NOH; Acetaldehyde oxime; Acetaldoxime,syn & anti; Aldoxime; Ethanal oxime; Ethylidenehydroxylamine; USAF am-5; UN 2332
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Gas phase ion energetics data
Go To: Top, 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 as indicated in comments:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 10.0 | PE | Dargelos and Sandorfy, 1977 | LLK |
| 10.7 ± 0.2 | EI | Eastmond and Pratt, 1970 | RDSH |
| 10.20 | PE | Dargelos and Sandorfy, 1977 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| CH2NO+ | 13.0 ± 0.2 | CH3 | EI | Eastmond and Pratt, 1970 | RDSH |
| C2H3N+ | 12.9 ± 0.2 | H2O | EI | Eastmond and Pratt, 1970 | RDSH |
| C2H4+ | 12.9 ± 0.2 | ? | EI | Eastmond and Pratt, 1970 | RDSH |
| C2H4N+ | 11.3 ± 0.2 | OH | EI | Eastmond and Pratt, 1970 | RDSH |
| C2H4NO+ | 10.2 ± 0.2 | H | EI | Eastmond and Pratt, 1970 | RDSH |
De-protonation reactions
C2H4NO- + =
By formula: C2H4NO- + H+ = C2H5NO
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 365.5 ± 2.2 | kcal/mol | G+TS | Bartmess, Scott, et al., 1979 | gas phase; value altered from reference due to change in acidity scale; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 358.6 ± 2.0 | kcal/mol | IMRE | Bartmess, Scott, et al., 1979 | gas phase; value altered from reference due to change in acidity scale; B |
Gas Chromatography
Go To: Top, Gas phase ion energetics 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 | OV-101 | 606. | Zenkevich, 2005 | 25. m/0.20 mm/0.10 μm, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C |
Normal alkane RI, polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | SOLGel-Wax | 1301. | Johanningsmeier and McFeeters, 2011 | 30. m/0.25 mm/0.25 μm, Helium; Program: 40 0C (2 min) 5 0C/min -> 140 0C 10 0C/min -> 250 0C (3 min) |
References
Go To: Top, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Dargelos and Sandorfy, 1977
Dargelos, A.; Sandorfy, C.,
The photoelectron and far-ultraviolet absorption spectra of simple oximes,
J. Chem. Phys., 1977, 67, 3011. [all data]
Eastmond and Pratt, 1970
Eastmond, G.B.M.; Pratt, G.L.,
Pyrolyses in the presence of nitric oxide. Part III.Acetaldehyde oxime and nitrosoethane,
J. Chem. Soc. A, 1970, 2337. [all data]
Bartmess, Scott, et al., 1979
Bartmess, J.E.; Scott, J.A.; McIver, R.T., Jr.,
The gas phase acidity scale from methanol to phenol,
J. Am. Chem. Soc., 1979, 101, 6047. [all data]
Zenkevich, 2005
Zenkevich, I.G.,
Experimentally measured retention indices., 2005. [all data]
Johanningsmeier and McFeeters, 2011
Johanningsmeier, S.D.; McFeeters, R.F.,
Detection of volatile spoilage metabolites in fermented cucumbers using nontargeted, comprehensive 2-dimensional gas chromatography-time-of-flight mass spectrometry (GCxGCxTOFMS),
J. Food Sci., 2011, 76, 1, c168-c177, https://doi.org/10.1111/j.1750-3841.2010.01918.x
. [all data]
Notes
Go To: Top, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
AE Appearance energy ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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