Benzoic acid, 2-methoxy-
- Formula: C8H8O3
- Molecular weight: 152.1473
- IUPAC Standard InChI: InChI=1S/C8H8O3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5H,1H3,(H,9,10)
- IUPAC Standard InChIKey: ILUJQPXNXACGAN-UHFFFAOYSA-N
- CAS Registry Number: 579-75-9
- 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: o-Anisic acid; o-Methoxybenzoic acid; O-Methylsalicylic acid; Salicylic acid methyl ether; 2-Methoxybenzoic acid; 2-Anisic acid; Kyselina 2-methoxybenzoova; NSC 3778
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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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tfus | 374.05 | K | N/A | Davies and Jones, 1954 | Uncertainty assigned by TRC = 0.5 K; TRC |
| Tfus | 370. | K | N/A | Barnes and McElvain, 1937 | Uncertainty assigned by TRC = 6. K; TRC |
| Tfus | 374. | K | N/A | Barnes and McElvain, 1937 | Uncertainty assigned by TRC = 3. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 91.8 | kJ/mol | Sub-Fus | Perlovich, Volkova, et al., 2008 | AC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 110.7 ± 0.8 | kJ/mol | GS | Perlovich, Volkova, et al., 2008 | Based on data from 309. to 363. K.; AC |
| ΔsubH° | 104.7 | kJ/mol | N/A | Colomina, Jimenez, et al., 1978 | DRB |
| ΔsubH° | 104.7 ± 0.3 | kJ/mol | ME | Colomina, Jimenez, et al., 1978 | AC |
| ΔsubH° | 90.9 ± 0.4 | kJ/mol | V | Davies and Jones, 1954 | ALS |
Enthalpy of sublimation
| ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 101.2 | 333. | A | Stephenson and Malanowski, 1987 | Based on data from 318. to 353. K.; AC |
| 104.7 ± 0.3 | 319.34 | V | Colomina, Jimenez, et al., 1978 | ALS |
| 90.8 ± 0.4 | 360. | GS | Malaspina, 1973 | Based on data from 353. to 368. K. See also Stephenson and Malanowski, 1987.; AC |
| 90.9 | 360. | GS | Davies and Jones, 1954 | Based on data from 353. to 368. K. See also Jones, 1960.; AC |
Enthalpy of fusion
| ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 24.0 | 374.6 | DSC | Perlovich, Volkova, et al., 2008 | AC |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Davies and Jones, 1954
Davies, M.; Jones, J.I.,
The sublimation pressures and heats of sublimation of some carboxylic acids,
Trans. Faraday Soc., 1954, 50, 1042. [all data]
Barnes and McElvain, 1937
Barnes, H.M.; McElvain, S.M.,
Further Observations on the Condensation of Benzene with Alloxan,
J. Am. Chem. Soc., 1937, 59, 2348-51. [all data]
Perlovich, Volkova, et al., 2008
Perlovich, German L.; Volkova, Tatyana V.; Manin, Alex N.; Bauer-Brandl, Annette,
Extent and mechanism of solvation and partitioning of isomers of substituted benzoic acids: A thermodynamic study in the solid state and in solution,
J. Pharm. Sci., 2008, 97, 9, 3883-3896, https://doi.org/10.1002/jps.21260
. [all data]
Colomina, Jimenez, et al., 1978
Colomina, M.; Jimenez, P.; Roux, M.V.; Turrion, C.,
Thermochemical properties of benzoic acid derivatives VII. Enthalpies of combustion and formation of the o-, m-, and p-methoxy-benzoic acids,
J. Chem. Thermodyn., 1978, 10, 661-665. [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]
Malaspina, 1973
Malaspina, L.,
Microcalorimetric determination of the enthalpy of sublimation of benzoic acid and anthracene,
J. Chem. Phys., 1973, 59, 1, 387, https://doi.org/10.1063/1.1679817
. [all data]
Jones, 1960
Jones, A.H.,
Sublimation Pressure Data for Organic Compounds.,
J. Chem. Eng. Data, 1960, 5, 2, 196-200, https://doi.org/10.1021/je60006a019
. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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