Tetramethyl orthocarbonate
- Formula: C5H12O4
- Molecular weight: 136.1464
- IUPAC Standard InChI: InChI=1S/C5H12O4/c1-6-5(7-2,8-3)9-4/h1-4H3
- IUPAC Standard InChIKey: AHJWSRRHTXRLAQ-UHFFFAOYSA-N
- CAS Registry Number: 1850-14-2
- 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: Tetramethoxymethane; Methane, tetramethoxy-
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, 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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -727.2 ± 1.5 | kJ/mol | Cm | Wiberg and Squires, 1979 | Hydrolysis |
| ΔfH°gas | -727.6 | kJ/mol | Cm | Hine and Klueppet, 1974 |
Condensed phase 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -767.1 ± 1.3 | kJ/mol | Cm | Wiberg and Squires, 1979 | Hydrolysis |
| ΔfH°liquid | -767.3 | kJ/mol | Cm | Hine and Klueppet, 1974 |
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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 387.2 | K | N/A | Weast and Grasselli, 1989 | BS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 39.99 ± 0.75 | kJ/mol | E | Wiberg and Squires, 1979 | Hydrolysis; ALS |
| ΔvapH° | 39.9 | kJ/mol | N/A | Wiberg and Squires, 1979 | DRB |
| ΔvapH° | 40.0 | kJ/mol | V | Hine and Klueppet, 1974 | ALS |
| ΔvapH° | 39.7 | kJ/mol | N/A | Hine and Klueppet, 1974 | DRB |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 41.2 | 319. | Thomas, Smith, et al., 2007 | Based on data from 304. to 387. K.; AC |
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 by: Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C4H9O3+ | 10.32 ± 0.10 | CH3O | EI | Martin, Lampe, et al., 1966 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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.
Wiberg and Squires, 1979
Wiberg, K.B.; Squires, R.R.,
A microprocessor-controlled system for precise measurement of temperature changes. Determination of the enthalpies of hydrolysis of some polyoxygenated hydrocarbons,
J. Chem. Thermodyn., 1979, 11, 773-786. [all data]
Hine and Klueppet, 1974
Hine, J.; Klueppet, A.W.,
Structural effects on rates and equilibria. XVIII. Thermodynamic stability of ortho esters,
J. Am. Chem. Soc., 1974, 96, 2924-2929. [all data]
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]
Thomas, Smith, et al., 2007
Thomas, Leo H.; Smith, Harry; Davies, Gwyn H.,
Vapour pressures, molar entropies of vaporisation and liquid-state conformation of alkoxides,
J. Chem. Technol. Biotechnol., 2007, 30, 1, 476-480, https://doi.org/10.1002/jctb.503300160
. [all data]
Martin, Lampe, et al., 1966
Martin, R.H.; Lampe, F.W.; Taft, R.W.,
An electron-impact study of ionization and dissociation in methoxy- and halogen- substituted methanes,
J. Am. Chem. Soc., 1966, 88, 1353. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions 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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