o-Toluidine
- Formula: C7H9N
- Molecular weight: 107.1531
- IUPAC Standard InChI: InChI=1S/C7H9N/c1-6-4-2-3-5-7(6)8/h2-5H,8H2,1H3
- IUPAC Standard InChIKey: RNVCVTLRINQCPJ-UHFFFAOYSA-N
- CAS Registry Number: 95-53-4
- 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: Benzenamine, 2-methyl-; o-Aminotoluene; o-Methylaniline; o-Methylbenzenamine; o-Tolylamine; 1-Amino-2-methylbenzene; 2-Aminotoluene; 2-Methyl-1-aminobenzene; 2-Methylaniline; 2-Methylbenzenamine; 2-Toluidine; 2-Amino-1-methylbenzene; 1-Methyl-2-aminobenzene; o-Toluide; o-Toluidin; o-Toluidyna; Aniline, 2-methyl-; C.I. 37077; Rcra waste number U328; NSC 15348
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Reaction 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 53.2 ± 0.5 | kJ/mol | Ccr | Steele, Chirico, et al., 1994 | see Steele, Chirico, et al., 1990; ALS |
| ΔfH°gas | 54.8 | kJ/mol | Ccb | Draeger, 1984 | ALS |
| ΔfH°gas | 51.4 | kJ/mol | N/A | Pushin, 1954 | Value computed using ΔfHliquid° value of -6.5 kj/mol from Pushin, 1954 and ΔvapH° value of 57.9 kj/mol from Steele, Chirico, et al., 1994.; DRB |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Reaction 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:
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°liquid | -4.72 ± 0.96 | kJ/mol | Ccr | Steele, Chirico, et al., 1994 | see Steele, Chirico, et al., 1990; ALS |
| ΔfH°liquid | -6.49 | kJ/mol | Ccb | Pushin, 1954 | Author's hf298_condensed=-4.0 kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -4036.09 ± 0.88 | kJ/mol | Ccr | Steele, Chirico, et al., 1994 | see Steele, Chirico, et al., 1990; ALS |
| ΔcH°liquid | -4034. | kJ/mol | Ccb | Pushin, 1954 | Author's hf298_condensed=-4.0 kcal/mol; ALS |
| ΔcH°liquid | -4064.0 | kJ/mol | Ccb | Swarts, 1909 | ALS |
Constant pressure heat capacity of liquid
| Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 164.4 | 303.15 | Guseinov, Mirzaliev, et al., 1988 | T = 303 to 463 K. p= 0.1 MPa. Unsmoothed experimental datum. Cp(liq) = 0.8056 + 0.0023634T + (0.0017364 - 8.1591x10-6T)P kJ/kg*K (303.15 to 523.15 K, 0.1 to 25 MPa).; DH |
| 209.6 | 302.5 | de Kolossowsky and Udowenko, 1934 | DH |
| 209.6 | 302.5 | Kolosovskii and Udovenko, 1934 | DH |
| 201.7 | 288. | Radulescu and Jula, 1934 | DH |
| 211.3 | 298. | von Reis, 1881 | T = 294 to 485 K.; DH |
Reaction thermochemistry 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 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
+
=
By formula: C7H5NO + C7H9N = C14H14N2O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -93.0 | kJ/mol | Cm | Pannone and Macosko, 1987 | liquid phase |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Steele, Chirico, et al., 1994
Steele, W.V.; Chirico, R.D.; Nguyen, A.; Knipmeyer, S.E.,
The thermodynamic properties of 2-methylaniline and trans-(r,S)-decahydroquinoline,
J. Chem. Thermodyn., 1994, 26, 515-544. [all data]
Steele, Chirico, et al., 1990
Steele, W.V.; Chirico, R.D.; Nguyen, A.; Knipmeyer, S.E.,
The thermodynamic properties of 2-methylaniline and trans-(R,S)-decahydroquinoline,
Topical Rept., work performed under cooperative agreement No. FC22-83FE60149, Bartlesville,OK, (NIPER-459), 1990, 1-52. [all data]
Draeger, 1984
Draeger, J.A.,
Chemical-thermodynamic properties of molecules that undergo inversion. II. The methylanilines,
J. Chem. Thermodyn., 1984, 16, 1067-1073. [all data]
Pushin, 1954
Pushin, N.A.,
Heats of combustion and heats of formation of isomeric organic compounds,
Bull. Soc. Chim. Belgrade, 1954, 19, 531-547. [all data]
Swarts, 1909
Swarts, M.F.,
Sur la chaleur de formation de l'aniline et de quelquesuns de ses derives,
Recl. Trav. Chim. Pays-Bas, 1909, 28, 155-165. [all data]
Guseinov, Mirzaliev, et al., 1988
Guseinov, S.O.; Mirzaliev, A.A.; Shakhmuradov, Sh.G.,
Investigation of the isobaric heat capacity of meta- and ortho-toluidine over a wide interval ov varying temperature and pressure, Iaz. Vyssh. Ucheb. Zaved.,
Neft i Gaz 31(9), 1988, 13, 35. [all data]
de Kolossowsky and Udowenko, 1934
de Kolossowsky, N.; Udowenko, W.W.,
Determination des chaleurs specifiques des liquides,
Compt. rend., 1934, 198, 1394-1395. [all data]
Kolosovskii and Udovenko, 1934
Kolosovskii, N.A.; Udovenko, W.W.,
Specific heat of liquids. II.,
Zhur. Obshchei Khim., 1934, 4, 1027-1033. [all data]
Radulescu and Jula, 1934
Radulescu, D.; Jula, O.,
Beiträge zur Bestimmung der Abstufung der Polarität des Aminstickstoffes in den organischen Verbindungen,
Z. Phys. Chem., 1934, B26, 390-393. [all data]
von Reis, 1881
von Reis, M.A.,
Die specifische Wärme flüssiger organischer Verbindungen und ihre Beziehung zu deren Moleculargewicht,
Ann. Physik [3], 1881, 13, 447-464. [all data]
Pannone and Macosko, 1987
Pannone, M.C.; Macosko, C.W.,
Kinetics of isocyanate amine reactions,
J. Appl. Polym. Sci., 1987, 34, 2409-2432. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid 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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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