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.


Reaction 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:
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
Deltar367.3 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Deltar360.1 ± 2.0kcal/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-40.2 ± 0.4kcal/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-40.7 ± 0.2kcal/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-39.3 ± 0.3kcal/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
Deltar34.9 ± 0.2kcal/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-0.3kcal/molKinKachurin, Matvienko, et al., 1980liquid phase; ALS

References

Go To: Top, Reaction thermochemistry data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

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, Reaction thermochemistry data, References