p-Aminotoluene
- Formula: C7H9N
- Molecular weight: 107.1531
- IUPAC Standard InChIKey: RZXMPPFPUUCRFN-UHFFFAOYSA-N
- CAS Registry Number: 106-49-0
- 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: p-Toluidine; p-Methylaniline; p-Methylbenzenamine; p-Tolylamine; C.I. Azoic coupling component 107; 1-Amino-4-methylbenzene; 4-Aminotoluene; 4-Methylaniline; 4-Methylbenzenamine; 4-Toluidine; Benzenamine, 4-methyl-; 4-Amino-1-methylbenzene; 4-Tolylamine; p-Toluidin; Aniline, p-methyl-; 4-Aminotoluen; Rcra waste number U353; C.I. 37107; Naphtol AS-KG; Naphtol AS-KGLL; NSC 15350
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Phase change 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
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 |
---|---|---|---|---|---|
Tboil | 474. ± 1. | K | AVG | N/A | Average of 9 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 317. ± 2. | K | AVG | N/A | Average of 25 out of 26 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 667.15 | K | N/A | Glaser and Ruland, 1957 | Uncertainty assigned by TRC = 2. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 23.8114 | bar | N/A | Glaser and Ruland, 1957 | Uncertainty assigned by TRC = 2.0265 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 57.8 ± 0.3 | kJ/mol | GS | Emel'yanenk and Verevkin, 2005 | Based on data from 319. to 345. K.; AC |
ΔvapH° | 43.18 | kJ/mol | C | Glaser and Ruland, 1957 | ALS |
ΔvapH° | 62.1 | kJ/mol | N/A | Glaser and Rüland, 1957 | Based on data from 474. to 641. K. See also Emel'yanenk and Verevkin, 2005.; AC |
ΔvapH° | 55.9 | kJ/mol | EB | Berliner and May, 1927 | Based on data from 313. to 473. K. See also Emel'yanenk and Verevkin, 2005.; AC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 76.2 ± 0.3 | kJ/mol | GS | Emel'yanenk and Verevkin, 2005 | Based on data from 284. to 313. K.; AC |
ΔsubH° | 78.8 ± 0.5 | kJ/mol | N/A | Chao, Gadalla, et al., 1990 | AC |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
51.1 | 408. | A | Stephenson and Malanowski, 1987 | Based on data from 393. to 474. K.; AC |
54.9 | 330. | N/A | Stull, 1947 | Based on data from 315. to 473. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
315. to 473.6 | 4.71884 | 1961.716 | -57.00 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
17.300 | 316.55 | Meva'a and Lichanot, 1990 | DH |
17.19 | 317. | Censký, Lipovská, et al., 2001 | AC |
17.89 | 316.5 | Acree, 1991 | AC |
17.3 | 316.6 | Meva'a and Lichanot, 1990 | AC |
18.9 | 316.9 | Rastogi, Nigam, et al., 1963 | AC |
17.28 | 315.6 | Eykman, 1889 | AC |
17.280 | 315.6 | Eykman, 1889, 2 | DH |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
55. | 316.55 | Meva'a and Lichanot, 1990 | DH |
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.
Glaser and Ruland, 1957
Glaser, F.; Ruland, H.,
Untersuchungsen über dampfdruckkurven und kritische daten einiger technisch wichtiger organischer substanzen,
Chem. Ing. Techn., 1957, 29, 772. [all data]
Emel'yanenk and Verevkin, 2005
Emel'yanenk, Vladimir N.; Verevkin, Sergey P.,
Enthalpies of Formation and Substituent Effects of o rtho -, m eta- , and p ara -Aminotoluenes from Thermochemical Measurements and from Ab Initio Calculations,
J. Phys. Chem. A, 2005, 109, 17, 3960-3966, https://doi.org/10.1021/jp045450i
. [all data]
Glaser and Rüland, 1957
Glaser, Fritz; Rüland, Heinz,
Untersuchungen über Dampfdruckkurven und kritische Daten einiger technisch wichtiger organischer Substanzen,
Chemie Ing. Techn., 1957, 29, 12, 772-775, https://doi.org/10.1002/cite.330291204
. [all data]
Berliner and May, 1927
Berliner, J.F.T.; May, Orville E.,
STUDIES IN VAPOR PRESSURE. III. THE TOLUIDINES,
J. Am. Chem. Soc., 1927, 49, 4, 1007-1011, https://doi.org/10.1021/ja01403a017
. [all data]
Chao, Gadalla, et al., 1990
Chao, J.; Gadalla, N.A.M.; Gammon, B.E.; Marsh, K.N.; Rodgers, A.S.; Somayajulu, G.R.; Wilhoit, R.C.,
Thermodynamic and Thermophysical Properties of Organic Nitrogen Compounds. Part I. Methanamine, Ethanamine, 1- and 2-Propanamine, Benzenamine, 2-, 3-, and 4-Methylbenzenamine,
J. Phys. Chem. Ref. Data, 1990, 19, 6, 1547, https://doi.org/10.1063/1.555849
. [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]
Stull, 1947
Stull, Daniel R.,
Vapor Pressure of Pure Substances. Organic and Inorganic Compounds,
Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022
. [all data]
Meva'a and Lichanot, 1990
Meva'a, L.M.; Lichanot, A.,
Proprietes thermodynamiques en phase condensee des ortho, meta et para fluorotoluene, cresol et toluidine,
Thermochim. Acta, 1990, 158, 335-345. [all data]
Censký, Lipovská, et al., 2001
Censký, M.; Lipovská, M.; Schmidt, H.-G.; Ruzicka, V.; Wolf, G.,
Journal of Thermal Analysis and Calorimetry, 2001, 63, 3, 879-899, https://doi.org/10.1023/A:1010125128496
. [all data]
Acree, 1991
Acree, William E.,
Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation,
Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H
. [all data]
Rastogi, Nigam, et al., 1963
Rastogi, R.P.; Nigam, R.K.; Sharma, R.N.; Girdhar, H.L.,
Entropy of Fusion of Molecular Complexes,
J. Chem. Phys., 1963, 39, 11, 3042, https://doi.org/10.1063/1.1734140
. [all data]
Eykman, 1889
Eykman, J.F.,
Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1889, 4, 497. [all data]
Eykman, 1889, 2
Eykman, J.F.,
Zur kryoskopischen Molekulargewichtsbestimmung,
Z. Physik. Chem., 1889, 4, 497-519. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion 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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