Methane, trimethoxy-
- Formula: C4H10O3
- Molecular weight: 106.1204
- IUPAC Standard InChI: InChI=1S/C4H10O3/c1-5-4(6-2)7-3/h4H,1-3H3
- IUPAC Standard InChIKey: PYOKUURKVVELLB-UHFFFAOYSA-N
- CAS Registry Number: 149-73-5
- 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: Orthoformic acid, trimethyl ester; Methyl orthoformate; Orthoformic acid methyl ester; Trimethoxymethane; Trimethyl orthoformate; CH(OCH3)3; Methylester kyseliny orthomravenci; Orthomravencan methylnaty; Trimethylester kyseliny orthomravenci; Methoxymethylal; NSC 147479
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Gas 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°gas | -531.8 ± 3.2 | kJ/mol | Cm | Hine and Klueppet, 1974 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -534.3 ± 3.2 kJ/mol |
| ΔfH°gas | -531.9 ± 2.6 | kJ/mol | Ccb | Pihlaja and Tuomi, 1971 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -537.3 ± 2.8 kJ/mol |
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 | -568.86 ± 0.88 | kJ/mol | Cm | Hine and Klueppet, 1974 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -572.4 kJ/mol |
| ΔfH°liquid | -575.3 ± 2.0 | kJ/mol | Ccb | Pihlaja and Tuomi, 1971 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -2427.8 ± 2.0 | kJ/mol | Ccb | Pihlaja and Tuomi, 1971 | Corresponding ΔfHºliquid = -575.34 kJ/mol (simple calculation by NIST; no Washburn corrections) |
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 | 374.7 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
| Tboil | 377.2 | K | N/A | Weast and Grasselli, 1989 | BS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 38.2 | kJ/mol | V | Hine and Klueppet, 1974 | ALS |
| ΔvapH° | 37.1 | kJ/mol | N/A | Hine and Klueppet, 1974 | DRB |
| ΔvapH° | 38.1 ± 0.84 | kJ/mol | C | Pihlaja and Tuomi, 1971 | ALS |
| ΔvapH° | 43.4 | kJ/mol | N/A | Pihlaja and Tuomi, 1971 | DRB |
| ΔvapH° | 38.1 ± 0.8 | kJ/mol | N/A | Pihlaja and Tuomi, 1971 | AC |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 39. | 288. | A | Stephenson and Malanowski, 1987 | Based on data from 273. to 358. K.; AC |
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: 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: C4H10O3 + H2O = C2H4O2 + 2CH4O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -9.6 ± 1.2 | kJ/mol | Cm | Hine and Klueppet, 1974 | liquid phase |
Gas Chromatography
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Packed | Apiezon L | 120. | 654. | Bogoslovsky, Anvaer, et al., 1978 | Celite 545 |
| Packed | Apiezon L | 160. | 660. | Bogoslovsky, Anvaer, et al., 1978 | Celite 545 |
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | OV-101 | 702. | Zenkevich, 2005 | 25. m/0.20 mm/0.10 μm, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]
Pihlaja and Tuomi, 1971
Pihlaja, K.; Tuomi, M.,
Bond-bond interactions in organic oxygen compounds. Part V. Enthalpies of formation of methyl and ethyl orthoformates and the contributory group increments. The magnitude of the so-called rabbit-ear effect in acyclic oxygen compounds,
Acta Chem. Scand., 1971, 25, 465-469. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [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]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Bogoslovsky, Anvaer, et al., 1978
Bogoslovsky, Yu.N.; Anvaer, B.I.; Vigdergauz, M.S.,
Chromatographic constants in gas chromatography (in Russian), Standards Publ. House, Moscow, 1978, 192. [all data]
Zenkevich, 2005
Zenkevich, I.G.,
Experimentally measured retention indices., 2005. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas Chromatography, References
- Symbols used in this document:
Tboil Boiling point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔrH° Enthalpy of reaction 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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