Nitrosoethane, 1,1-dimethyl-
- Formula: C4H9NO
- Molecular weight: 87.1204
- IUPAC Standard InChIKey: LUQZKEZPFQRRRK-UHFFFAOYSA-N
- CAS Registry Number: 917-95-3
- Chemical structure:
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Reaction 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 by: John E. Bartmess
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Individual Reactions
C4H8NO- + =
By formula: C4H8NO- + H+ = C4H9NO
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 385.4 ± 6.1 | kcal/mol | G+TS | Noest and Nibbering, 1980 | gas phase; Between H2O, MeOH |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 379.0 ± 6.0 | kcal/mol | IMRB | Noest and Nibbering, 1980 | gas phase; Between H2O, MeOH |
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 as indicated in comments:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.05 ± 0.05 | PE | Ernsting, Pfab, et al., 1980 | Vertical value; LLK |
8.95 | PE | Houk, Caramella, et al., 1977 | Vertical value; LLK |
8.0 ± 0.1 | PE | Egdell, Green, et al., 1975 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C4H9+ | 8.9 ± 0.1 | ? | EI | Carmichael, Gowenlock, et al., 1972 | LLK |
De-protonation reactions
C4H8NO- + =
By formula: C4H8NO- + H+ = C4H9NO
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 385.4 ± 6.1 | kcal/mol | G+TS | Noest and Nibbering, 1980 | gas phase; Between H2O, MeOH; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 379.0 ± 6.0 | kcal/mol | IMRB | Noest and Nibbering, 1980 | gas phase; Between H2O, MeOH; B |
References
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, NIST Free Links, NIST Subscription Links, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Noest and Nibbering, 1980
Noest, A.J.; Nibbering, N.M.M.,
Homoconjugation vs. charge dipole stabilization interaction effects in the stabilization of carbanions in the gas phase,
J. Am. Chem. Soc., 1980, 102, 6427. [all data]
Ernsting, Pfab, et al., 1980
Ernsting, N.P.; Pfab, J.; Green, J.C.; Romelt, J.,
Photoelectron spectra of nitrosomethane, t-nitrosobutane and some perhalogenonitrosomethanes,
J. Chem. Soc. Faraday Trans. 2, 1980, 76, 844. [all data]
Houk, Caramella, et al., 1977
Houk, K.N.; Caramella, P.; Munchausen, L.L.; Chang, Y.-M.; Battaglia, A.; Sims, J.; Kaufman, D.C.,
Photoelectron spectra of nitrones and nitrile oxides,
J. Electron Spectrosc. Relat. Phenom., 1977, 10, 441. [all data]
Egdell, Green, et al., 1975
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]
Carmichael, Gowenlock, et al., 1972
Carmichael, P.J.; Gowenlock, B.G.; Johnson, C.A.F.,
Carbon-nitrogen bond dissociation energy values in C-nitrosocompounds,
Int. J. Chem. Kinet., 1972, 4, 339. [all data]
Notes
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- 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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