Methane, trimethoxy-
- Formula: C4H10O3
- Molecular weight: 106.1204
- 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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Phase change data
Go To: Top, Gas phase ion energetics data, Gas Chromatography, 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:
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° | 9.13 | kcal/mol | V | Hine and Klueppet, 1974 | ALS |
ΔvapH° | 8.87 | kcal/mol | N/A | Hine and Klueppet, 1974 | DRB |
ΔvapH° | 9.10 ± 0.20 | kcal/mol | C | Pihlaja and Tuomi, 1971 | ALS |
ΔvapH° | 10.4 | kcal/mol | N/A | Pihlaja and Tuomi, 1971 | DRB |
ΔvapH° | 9.1 ± 0.2 | kcal/mol | N/A | Pihlaja and Tuomi, 1971 | AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
9.3 | 288. | A | Stephenson and Malanowski, 1987 | Based on data from 273. to 358. K.; AC |
Gas phase ion energetics data
Go To: Top, Phase change data, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data evaluated as indicated in comments:
L - Sharon G. Lias
Data compiled as indicated in comments:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 9.5 | eV | N/A | N/A | L |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
~9.5 | EI | Holmes and Lossing, 1982 | LBLHLM |
9.5 | PE | Gan, Peel, et al., 1977 | LLK |
10.24 ± 0.07 | PE | Gan, Peel, et al., 1977 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C3H7O2+ | 10.36 ± 0.06 | CH3O | EI | Martin, Lampe, et al., 1966 | RDSH |
C4H9O3+ | 10.22 | H | EI | Holmes and Lossing, 1982 | LBLHLM |
C4H9O3+ | 10.39 ± 0.05 | H | EI | Martin, Lampe, et al., 1966 | RDSH |
Gas Chromatography
Go To: Top, 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: 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, Phase change data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
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]
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]
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]
Holmes and Lossing, 1982
Holmes, J.L.; Lossing, F.P.,
Towards a general scheme for estimating the heats of formation of organic ions in the gas phase. Part II. The effect of substitution at charge-bearing sites,
Can. J. Chem., 1982, 60, 2365. [all data]
Gan, Peel, et al., 1977
Gan, T.H.; Peel, J.B.; Willett, G.D.,
A comparison of the photoelectron spectra of the trimethyl- and triallylorthoformates,
Chem. Phys. Lett., 1977, 51, 464. [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]
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, Phase change data, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
AE Appearance energy IE (evaluated) Recommended ionization energy Tboil Boiling point 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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