Home Symbol which looks like a small house Up Solid circle with an upward pointer in it

p-Aminotoluene

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


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
Deltafgas41.8kJ/molCcbDraeger, 1984ALS
Deltafgas62.2kJ/molN/APushin, 1954Value computed using «DELTA»fHliquid° value of 19 kj/mol from Pushin, 1954 and «DELTA»vapH° value of 43.18 kj/mol from missing citation.; 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
Deltafliquid19.kJ/molCcbPushin, 1954Author's hf298_condensed=1.8 kcal/mol; ALS
Quantity Value Units Method Reference Comment
Deltacliquid-4059.kJ/molCcbPushin, 1954Author's hf298_condensed=1.8 kcal/mol; ALS
Deltacliquid-4061.4kJ/molCcbSwarts, 1909ALS

Constant pressure heat capacity of solid

Cp,solid (J/mol*K) Temperature (K) Reference Comment
165.2298.15Meva'a and Lichanot, 1990T = 273 to 368 K. Cp(c) = 147.505 + 0.604T + 3.525x10-3T2 + 2.351x10-5T3 J/mol*K (-100 to 30 C). Cp(liq) = 212.982 + 0.182T J/mol*K (50 to 95 C).; DH
124.3293.Campbell and Campbell, 1940DH

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 as indicated in comments:
B - John E. Bartmess
ALS - 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

C7H8N- + Hydrogen cation = p-Aminotoluene

By formula: C7H8N- + H+ = C7H9N

Quantity Value Units Method Reference Comment
Deltar1537. ± 8.8kJ/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Deltar1507. ± 8.4kJ/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; B

p-Aminotoluene + Benzoyl iodide = Hydrogen iodide + Benzamide, N-(4-methylphenyl)-

By formula: C7H9N + C7H5IO = HI + C14H13NO

Quantity Value Units Method Reference Comment
Deltar-168. ± 2.kJ/molCacKiselev, Khuzyasheva, et al., 1979liquid phase; solvent: Benzene; ALS

p-Aminotoluene + Benzoyl bromide = Hydrogen bromide + Benzamide, N-(4-methylphenyl)-

By formula: C7H9N + C7H5BrO = HBr + C14H13NO

Quantity Value Units Method Reference Comment
Deltar-170. ± 0.8kJ/molCacKiselev, Khuzyasheva, et al., 1979liquid phase; solvent: Benzene; ALS

p-Aminotoluene + Benzoyl chloride = Benzamide, N-(4-methylphenyl)- + Hydrogen chloride

By formula: C7H9N + C7H5ClO = C14H13NO + HCl

Quantity Value Units Method Reference Comment
Deltar-164. ± 1.kJ/molCacKiselev, Khuzyasheva, et al., 1979liquid phase; solvent: Benzene; ALS

C15H16N2O = p-Aminotoluene + Benzene, 1-isocyanato-4-methyl-

By formula: C15H16N2O = C7H9N + C8H7NO

Quantity Value Units Method Reference Comment
Deltar146.1 ± 0.9kJ/molEqkChimishkyan, Svetlova, et al., 1984solid phase; Dissociation; ALS

Benzenamine, N,4-dimethyl- = 0.5p-Aminotoluene + 0.5Benzenamine, N,N,4-trimethyl-

By formula: C8H11N = 0.5C7H9N + 0.5C9H13N

Quantity Value Units Method Reference Comment
Deltar-1.kJ/molKinKachurin, Matvienko, et al., 1980liquid phase; ALS

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.

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]

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]

Campbell and Campbell, 1940
Campbell, A.N.; Campbell, A.J.R., The heats of solution, heats of formation, specific heats and equilibrium diagrams of certain molecular compounds. J. Am. Chem. Soc., 1940, 62, 291-297. [all data]

Bartmess, Scott, et al., 1979
Bartmess, J.E.; Scott, J.A.; McIver, R.T., Jr., The gas phase acidity scale from methanol to phenol, J. Am. Chem. Soc., 1979, 101, 6047. [all data]

Kiselev, Khuzyasheva, et al., 1979
Kiselev, V.D.; Khuzyasheva, d.G.; Konovalov, A.I., Thermochemical study of the acylation of para-substituted anilines, J. Gen. Chem. USSR, 1979, 49, 2273-2276. [all data]

Chimishkyan, Svetlova, et al., 1984
Chimishkyan, A.L.; Svetlova, L.P.; Leonova, T.V.; Gluyaev, N.D., Thermal decomposition of substituted ureas, J. Gen. Chem. USSR, 1984, 54, 1317-1320. [all data]

Kachurin, Matvienko, et al., 1980
Kachurin, O.I.; Matvienko, N.M.; Chekhuta, V.G., N-Methylated p-toluidines, Russ. Chem. Rev., 1980, 46, 64-67. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References