Acetic acid, methoxy-, methyl ester
- Formula: C4H8O3
- Molecular weight: 104.1045
- IUPAC Standard InChI: InChI=1S/C4H8O3/c1-6-3-4(5)7-2/h3H2,1-2H3
- IUPAC Standard InChIKey: QRMHDGWGLNLHMN-UHFFFAOYSA-N
- CAS Registry Number: 6290-49-9
- 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: Methyl methoxyacetate; Methyl 2-methoxyacetate; Methoxyacetic acid methyl ester; CBC 108569; Methoxymethyl acetate
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Reaction thermochemistry data
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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
+
=
+ 2
By formula: C6H14O4 + H2O = C4H8O3 + 2CH4O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -52.43 ± 0.50 | kJ/mol | Eqk | Guthrie and Cullimore, 1980 | liquid phase |
+
=
+
By formula: C4H8O3 + H2O = C3H6O3 + CH4O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -65.6 ± 5.9 | kJ/mol | Eqk | Guthrie and Cullimore, 1980 | liquid phase |
Gas phase ion energetics data
Go To: Top, Reaction thermochemistry 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 as indicated in comments:
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
LL - Sharon G. Lias and Joel F. Liebman
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.56 ± 0.05 | EI | Pignataro, Foffani, et al., 1966 | RDSH |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C2H3O2+ | 10.74 | C2H5O | EI | Holmes, Lossing, et al., 1991 | LL |
| C2H3O2+ | 10.54 | C2H5O | EI | Holmes, Lossing, et al., 1991 | LL |
| C3H5O2+ | 9.6 | CH3O | EI | Burgers, Holmes, et al., 1986 | LBLHLM |
| C3H6O2+ | 10.48 ± 0.05 | CH2O | EI | Burgers, Holmes, et al., 1986 | LBLHLM |
References
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Guthrie and Cullimore, 1980
Guthrie, J.P.; Cullimore, P.A.,
Effect of the acyl substituent on the equilibrium constant for hydration of esters,
Can. J. Chem., 1980, 58, 1281-1294. [all data]
Pignataro, Foffani, et al., 1966
Pignataro, S.; Foffani, A.; Innorta, G.; Distefano, G.,
Molecular structural effects on the ionization potentials for metasubstituted aromatic compounds and for compounds of the type X-CH2-R,
Z. Physik. Chem. (Frankfurt), 1966, 49, 291. [all data]
Holmes, Lossing, et al., 1991
Holmes, J.L.; Lossing, F.P.; Mayer, P.M.,
Heats of formation of oxygen-containing organic free radicals from appearance energy measurements,
J. Am. Chem. Soc., 1991, 113, 9723. [all data]
Burgers, Holmes, et al., 1986
Burgers, P.C.; Holmes, J.L.; Hop, C.E.C.A.; Terlouw, J.K.,
Gas phase ion chemistry of methyl acetate, methyl propanoate and their enolic tautomers,
Org. Mass Spectrom., 1986, 21, 549. [all data]
Notes
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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