EtO anion
- Formula: C2H5O-
- Molecular weight: 45.0610
- CAS Registry Number: 16331-64-9
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Reaction thermochemistry data
Go To: Top, 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
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
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Individual Reactions
By formula: C2H5O- + C2H6O = (C2H5O- C2H6O)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 115. ± 4.2 | kJ/mol | TDEq | Meot-Ner and Sieck, 1986 | gas phase; B,M |
![]() | 118. ± 10. | kJ/mol | N/A | Caldwell, Rozeboom, et al., 1984 | gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B,M |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 112. | J/mol*K | PHPMS | Meot-Ner and Sieck, 1986 | gas phase; M |
![]() | 123. | J/mol*K | N/A | Caldwell, Rozeboom, et al., 1984 | gas phase; switching reaction(CH3O-)CH3OH; Entropy change calculated or estimated; re-evaluated using Meot-Ner(Mautner), 1986 and Paul and Kebarle, 1990; M |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 82.0 ± 6.7 | kJ/mol | TDEq | Meot-Ner and Sieck, 1986 | gas phase; B |
![]() | 79.5 ± 6.7 | kJ/mol | IMRE | Caldwell, Rozeboom, et al., 1984 | gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B,M |
![]() | 84.1 | kJ/mol | ICR | McIver, Scott, et al., 1973 | gas phase; switching reaction(CH3O-)CH3OH, Entropy change calculated or estimated; Meot-Ner (Mautner), 1992; M |
By formula: C2H5O- + CH4O = (C2H5O- CH4O)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 114. ± 12. | kJ/mol | IMRE | Caldwell, Rozeboom, et al., 1984 | gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B,M |
![]() | 107. ± 7.9 | kJ/mol | CIDT | DeTuri and Ervin, 1999 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 123. | J/mol*K | N/A | Caldwell, Rozeboom, et al., 1984 | gas phase; switching reaction(CH3O-)CH3OH, Entropy change calculated or estimated; re-evaluated using Meot-Ner(Mautner), 1986 and Paul and Kebarle, 1990; M |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 77.8 ± 8.4 | kJ/mol | IMRE | Caldwell, Rozeboom, et al., 1984 | gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B,M |
Free energy of reaction
![]() |
T (K) | Method | Reference | Comment |
---|---|---|---|---|
56.1 | 296. | FA | Mackay, Rakshit, et al., 1982 | gas phase; From thermochemical cycle,switching reaction(CH3O-)CH3OH; Caldwell and Kebarle, 1986, Taft, 1983; M |
By formula: C2H5O- + H+ = C2H6O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 1587. ± 4.2 | kJ/mol | D-EA | Ramond, Davico, et al., 2000 | gas phase; B |
![]() | 1582. ± 8.4 | kJ/mol | CIDC | Haas and Harrison, 1993 | gas phase; Both metastable and 50 eV collision energy.; B |
![]() | 1579. ± 8.8 | kJ/mol | G+TS | Bartmess, Scott, et al., 1979 | gas phase; value altered from reference due to change in acidity scale; B |
![]() | 1586.2 ± 0.42 | kJ/mol | CIDT | DeTuri and Ervin, 1999 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 1559. ± 4.6 | kJ/mol | H-TS | Ramond, Davico, et al., 2000 | gas phase; B |
![]() | 1554. ± 8.8 | kJ/mol | H-TS | Haas and Harrison, 1993 | gas phase; Both metastable and 50 eV collision energy.; B |
![]() | 1551. ± 8.4 | kJ/mol | IMRE | Bartmess, Scott, et al., 1979 | gas phase; value altered from reference due to change in acidity scale; B |
(C2H5O- 4294967295
) +
= C2H5O-
By formula: (C2H5O- 4294967295C2H4O) + C2H4O = C2H5O-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 158. ± 4.2 | kJ/mol | N/A | Ramond, Davico, et al., 2000 | gas phase; B |
![]() | 165. ± 9.2 | kJ/mol | Ther | Bartmess, Scott, et al., 1979 | gas phase; value altered from reference due to change in acidity scale; B |
C2H5O- + = C3H6F3O-
By formula: C2H5O- + CHF3 = C3H6F3O-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 92.0 ± 4.2 | kJ/mol | IMRE | Chabinyc and Brauman, 1998 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 63.2 ± 4.2 | kJ/mol | IMRE | Chabinyc and Brauman, 1998 | gas phase; B |
References
Go To: Top, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Meot-Ner and Sieck, 1986
Meot-Ner, M.; Sieck, L.W.,
The ionic hydrogen bond and ion solvation. 5. OH...O- bonds. Gas phase solvation and clustering of alkoxide and carboxylate anions,
J. Am. Chem. Soc., 1986, 108, 7525. [all data]
Caldwell, Rozeboom, et al., 1984
Caldwell, G.; Rozeboom, M.D.; Kiplinger, J.P.; Bartmess, J.E.,
Anion-alcohol hydrogen bond strengths in the gas phase,
J. Am. Chem. Soc., 1984, 106, 4660. [all data]
Paul and Kebarle, 1990
Paul, G.J.C.; Kebarle, P.,
Thermodynamics of the Association Reactions OH- - H2O = HOHOH- and CH3O- - CH3OH = CH3OHOCH3- in the Gas Phase,
J. Phys. Chem., 1990, 94, 12, 5184, https://doi.org/10.1021/j100375a076
. [all data]
Meot-ner and Sieck, 1986
Meot-ner, M.; Sieck, L.W.,
Relative acidities of water and methanol, and the stabilities of the dimer adducts,
J. Phys. Chem., 1986, 90, 6687. [all data]
Meot-Ner(Mautner), 1986
Meot-Ner(Mautner), M.,
Comparative Stabilities of Cationic and Anionic Hydrogen-Bonded Networks. Mixed Clusters of Water-Methanol,
J. Am. Chem. Soc., 1986, 108, 20, 6189, https://doi.org/10.1021/ja00280a014
. [all data]
McIver, Scott, et al., 1973
McIver, R.T., Jr.; Scott, J.A.; Riveros, J.M.,
Effect of solvation on the intrinsic relative acidity of methanol and ethanol,
J. Am. Chem. Soc., 1973, 95, 2706. [all data]
Meot-Ner (Mautner), 1992
Meot-Ner (Mautner), M.,
Intermolecular Forces in Organic Clusters,
J. Am. Chem. Soc., 1992, 114, 9, 3312, https://doi.org/10.1021/ja00035a024
. [all data]
DeTuri and Ervin, 1999
DeTuri, V.F.; Ervin, K.M.,
Competitive threshold collision-induced dissociation: Gas-phase acidities and bond dissociation energies for a series of alcohols,
J. Phys. Chem. A, 1999, 103, 35, 6911-6920, https://doi.org/10.1021/jp991459m
. [all data]
Mackay, Rakshit, et al., 1982
Mackay, G.I.; Rakshit, A.B.; Bohme, D.K.,
An Experimental Study of the Reactivity and Relative Basicity of the Methoxide Anion in the Gas Phase at Room Temperature, and their Perturbation by Methanol Solvent,
Can. J. Chem., 1982, 60, 20, 2594, https://doi.org/10.1139/v82-373
. [all data]
Caldwell and Kebarle, 1986
Caldwell, G.; Kebarle, P.,
Mobility of Gaseous Ions in Weak Electric Fields
in Unpublished results, 1986. [all data]
Taft, 1983
Taft, R.W.,
Protonic acidities and basicities in the gas phase and in solution: Substiuent and solvent effects,
Prog. Phys. Org. Chem., 1983, 14, 247. [all data]
Ramond, Davico, et al., 2000
Ramond, T.M.; Davico, G.E.; Schwartz, R.L.; Lineberger, W.C.,
Vibronic structure of alkoxy radicals via photoelectron spectroscopy,
J. Chem. Phys., 2000, 112, 3, 1158-1169, https://doi.org/10.1063/1.480767
. [all data]
Haas and Harrison, 1993
Haas, M.J.; Harrison, A.G.,
The Fragmentation of Proton-Bound Cluster Ions and the Gas-Phase Acidities of Alcohols,
Int. J. Mass Spectrom. Ion Proc., 1993, 124, 2, 115, https://doi.org/10.1016/0168-1176(93)80003-W
. [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]
Chabinyc and Brauman, 1998
Chabinyc, M.L.; Brauman, J.I.,
Acidity, basicity, and the stability of hydrogen bonds: Complexes of RO-+HCF3,
J. Am. Chem. Soc., 1998, 120, 42, 10863-10870, https://doi.org/10.1021/ja9817592
. [all data]
Notes
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
T Temperature rG°
Free energy of reaction at standard conditions rH°
Enthalpy of reaction at standard conditions rS°
Entropy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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