Benzene, (trimethoxymethyl)-
- Formula: C10H14O3
- Molecular weight: 182.2164
- IUPAC Standard InChI: InChI=1S/C10H14O3/c1-11-10(12-2,13-3)9-7-5-4-6-8-9/h4-8H,1-3H3
- IUPAC Standard InChIKey: IECKAVQTURBPON-UHFFFAOYSA-N
- CAS Registry Number: 707-07-3
- 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: Orthobenzoic acid, trimethyl ester; Methyl orthobenzoate; Trimethyl orthobenzoate
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change 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 | -433.3 ± 1.3 | kJ/mol | Ccb | Rakus, Verevkin, et al., 1995 | |
| ΔfH°gas | -429.4 ± 5.2 | kJ/mol | Eqk | Guthrie and Cullimore, 1980 |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change 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°liquid | -485.8 ± 3.1 | kJ/mol | Eqk | Guthrie and Cullimore, 1980 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔfH°solid | -491.9 ± 1.2 | kJ/mol | Ccb | Rakus, Verevkin, et al., 1995 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -5444.0 ± 1.2 | kJ/mol | Ccb | Rakus, Verevkin, et al., 1995 | Corresponding ΔfHºsolid = -491.9 kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase 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:
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔvapH° | 59.9 ± 0.4 | kJ/mol | GS | Verevkin, 2002 | Based on data from 294. to 333. K.; AC |
| ΔvapH° | 56.4 ± 4.2 | kJ/mol | E | Guthrie and Cullimore, 1980 | ALS |
| ΔvapH° | 56.4 | kJ/mol | N/A | Guthrie and Cullimore, 1980 | DRB |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 58.62 ± 0.38 | kJ/mol | V | Rakus, Verevkin, et al., 1995 | ALS |
| ΔsubH° | 58.6 | kJ/mol | N/A | Rakus, Verevkin, et al., 1995 | DRB |
Reduced pressure boiling point
| Tboil (K) | Pressure (bar) | Reference | Comment |
|---|---|---|---|
| 360.7 | 0.009 | Aldrich Chemical Company Inc., 1990 | BS |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 58.6 ± 0.4 | 294. to 333. | GS | Rakus, Verevkin, et al., 1995 | AC |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Rakus, Verevkin, et al., 1995
Rakus, K.; Verevkin, S.P.; Peng, W.-H.; Beckhaus, H.D.; Ruchardt, C.,
The anomeric effect in orthoesters - the concept of geminal pairwise interactions for the interpretation of standard enthalpies of formation,
Liebigs Ann., 1995, 2059-2067. [all data]
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]
Verevkin, 2002
Verevkin, Sergey P.,
Improved Benson Increments for the Estimation of Standard Enthalpies of Formation and Enthalpies of Vaporization of Alkyl Ethers, Acetals, Ketals, and Ortho Esters,
J. Chem. Eng. Data, 2002, 47, 5, 1071-1097, https://doi.org/10.1021/je020023o
. [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]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Tboil Boiling point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔsubH° Enthalpy of sublimation 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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