Benzoic acid, 2-methyl-
- Formula: C8H8O2
- Molecular weight: 136.1479
- IUPAC Standard InChI: InChI=1S/C8H8O2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3,(H,9,10)
- IUPAC Standard InChIKey: ZWLPBLYKEWSWPD-UHFFFAOYSA-N
- CAS Registry Number: 118-90-1
- 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-Toluic acid; o-Methylbenzoic acid; o-Toluylic acid; 2-Methylbenzoic acid; Orthotoluic acid
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Condensed phase thermochemistry data
Go To: Top, 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | -416.5 ± 1.5 | kJ/mol | Ccb | Colomina, Jimenez, et al., 1986 | see Colomina, Boned, et al., 1961 and Colomina, Perez Ossorio, et al., 1959; ALS |
| ΔfH°solid | -416.5 ± 0.92 | kJ/mol | Ccb | Corral, 1960 | ALS |
| ΔfH°solid | -427.1 ± 3.8 | kJ/mol | Ccb | Breitenbach and Derkosch, 1951 | Reanalyzed by Cox and Pilcher, 1970, Original value = -426.3 kJ/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -3874.9 ± 0.8 | kJ/mol | Ccb | Colomina, Jimenez, et al., 1986 | see Colomina, Boned, et al., 1961 and Colomina, Perez Ossorio, et al., 1959; Corresponding ΔfHºsolid = -416.5 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°solid | -3874.4 ± 4.6 | kJ/mol | Ccb | Holdiness, 1983 | Corresponding ΔfHºsolid = -417.0 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°solid | -3875.0 ± 0.75 | kJ/mol | Ccb | Corral, 1960 | Corresponding ΔfHºsolid = -416.4 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°solid | -3864. | kJ/mol | Ccb | Breitenbach and Derkosch, 1951 | Corresponding ΔfHºsolid = -427.2 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°solid | -3858. | kJ/mol | Ccb | Auwers and Roth, 1910 | Corresponding ΔfHºsolid = -433.9 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of solid
| Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 174.9 | 298. | Andrews, Lynn, et al., 1926 | T = 22 to 200 C.; DH |
References
Go To: Top, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Colomina, Jimenez, et al., 1986
Colomina, M.; Jimenez, P.; Roux, M.V.; Turrion, C.,
Propiedades termoquimicas de derivados del acido benzoico. XIII. Presiones de vapor y entalpias de sublimacion y formacion de los acidos toluicos,
An. Quim., 1986, 82, 126-130. [all data]
Colomina, Boned, et al., 1961
Colomina, M.; Boned, M.L.; Turrion, C.,
Investigaciones termoquimicas sobre los acidos alquilbenzoicos. I. Acidos toluicos,
An. Fis. Quim., 1961, 57, 655-664. [all data]
Colomina, Perez Ossorio, et al., 1959
Colomina, M.; Perez Ossorio, R.; Boned, M.L.; Panea, M.; Turrion, C.,
Thermochemical investigations on methylsubstituted benzoic acids, Rpt. for the U.S. Dept. of the Army, European Research Office contract no. DA-91-508-EUC-358 by Instituto de Quimica Fisica Madrid, Spain, 1959, 1-36. [all data]
Corral, 1960
Corral, L.B.,
Investigaciones termoquimicas sobre los acidos toluicos y dimetilbenzoicos,
Rev. R. Acad. Cienc., 1960, 54, 365-403. [all data]
Breitenbach and Derkosch, 1951
Breitenbach, J.W.; Derkosch, J.,
Verbrennungswarmen von peroxyden und verwandten verbindungen sowie von polystrolen,
Monatsh. Chem., 1951, 82, 177-179. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Holdiness, 1983
Holdiness, M.R.,
Heats of atomization and resonance energy of some ortho-substituted benzoic acids,
Thermochim. Acta, 1983, 71, 257-263. [all data]
Auwers and Roth, 1910
Auwers, K.; Roth, W.A.,
Thermochemische Untersuchungen. I. Uber Beziehungen zwischen Konstitution und Verbrennungswarme ungesattigter Verbindungen,
Justus Liebigs Ann. Chem., 1910, 239-248. [all data]
Andrews, Lynn, et al., 1926
Andrews, D.H.; Lynn, G.; Johnston, J.,
The heat capacities and heat of crystallization of some isomeric aromatic compounds,
J. Am. Chem. Soc., 1926, 48, 1274-1287. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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