P-Aminotoluene - The NIST WebBook

p-Aminotoluene

• Formula: C7H9N
• Molecular weight: 107.1531
• IUPAC Standard InChI: InChI=1S/C7H9N/c1-6-2-4-7(8)5-3-6/h2-5H,8H2,1H3 Copy
• IUPAC Standard InChIKey: RZXMPPFPUUCRFN-UHFFFAOYSA-N Copy
• 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 View 3d structure (requires JavaScript / HTML 5)
• 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
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Reaction thermochemistry data
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
• Options:
  • Switch to calorie-based units

Data at NIST subscription sites:

• NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

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- + =

By formula: C7H8N- + H+ = C7H9N

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	1537. ± 8.8	kJ/mol	G+TS	Bartmess, Scott, et al., 1979	gas phase; value altered from reference due to change in acidity scale; B
Quantity	Value	Units	Method	Reference	Comment
ΔrG°	1507. ± 8.4	kJ/mol	IMRE	Bartmess, Scott, et al., 1979	gas phase; value altered from reference due to change in acidity scale; B

+ = +

By formula: C7H9N + C7H5IO = HI + C14H13NO

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-168. ± 2.	kJ/mol	Cac	Kiselev, Khuzyasheva, et al., 1979	liquid phase; solvent: Benzene; ALS

+ = +

By formula: C7H9N + C7H5BrO = HBr + C14H13NO

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-170. ± 0.8	kJ/mol	Cac	Kiselev, Khuzyasheva, et al., 1979	liquid phase; solvent: Benzene; ALS

+ = +

By formula: C7H9N + C7H5ClO = C14H13NO + HCl

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-164. ± 1.	kJ/mol	Cac	Kiselev, Khuzyasheva, et al., 1979	liquid phase; solvent: Benzene; ALS

C15H16N2O = +

By formula: C15H16N2O = C7H9N + C8H7NO

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	146.1 ± 0.9	kJ/mol	Eqk	Chimishkyan, Svetlova, et al., 1984	solid phase; Dissociation; ALS

= 0.5 + 0.5

By formula: C8H11N = 0.5C7H9N + 0.5C9H13N

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-1.	kJ/mol	Kin	Kachurin, Matvienko, et al., 1980	liquid 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

• Symbols used in this document:

  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
• The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
• Customer support for NIST Standard Reference Data products.