p-Chloroaniline
- Formula: C6H6ClN
- Molecular weight: 127.572
- IUPAC Standard InChI: InChI=1S/C6H6ClN/c7-5-1-3-6(8)4-2-5/h1-4H,8H2
- IUPAC Standard InChIKey: QSNSCYSYFYORTR-UHFFFAOYSA-N
- CAS Registry Number: 106-47-8
- 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: 4-Chloroaniline; Aniline, p-chloro-; p-Aminochlorobenzene; p-Chlorophenylamine; p-Ca; 1-Amino-4-chlorobenzene; 4-Chloro-1-aminobenzene; 4-Chlorobenzenamine; Benzenamine, 4-chloro-; p-Chloraniline; NCI-C02039; 4-Chlorophenylamine; Aniline, 4-chloro-; Benzeneamine, 4-chloro; 4-Chloranilin; Rcra waste number P024; 4-Amino-1-chlorobenzene; 4-Aminochlorobenzene; NSC 36941
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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
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Individual Reactions
C6H5ClN- + =
By formula: C6H5ClN- + H+ = C6H6ClN
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1508. ± 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° | 1477. ± 8.4 | kJ/mol | IMRE | Bartmess, Scott, et al., 1979 | gas phase; value altered from reference due to change in acidity scale; B |
= 0.5
+ 0.5
By formula: C7H8ClN = 0.5C6H6ClN + 0.5C8H10ClN
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -0.2 | kJ/mol | Eqk | Matvienko, Kachurin, et al., 1982 | liquid phase; Methanesulfonic acid; ALS |
=
+
By formula: C13H10Cl2N2O = C7H4ClNO + C6H6ClN
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 120.5 ± 1.1 | kJ/mol | Eqk | Chimishkyan, Svetlova, et al., 1984 | solid phase; Dissociation; ALS |
+
=
By formula: C6H6ClN + C4H2O3 = C10H8ClNO3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 13. | kJ/mol | Cm | Srivastava, 1979 | solid 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]
Matvienko, Kachurin, et al., 1982
Matvienko, N.M.; Kachurin, O.I.; Chekhuta, V.G.,
Kinetics and equilibrium of the transalkylation reaction of N-methylarylamines,
Russ. Chem. Rev., 1982, 48, 42-45. [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]
Srivastava, 1979
Srivastava, A.K.,
Solid-state reactions between maleic anhydride and substituted aromactic amines,
Z. Phys. Chem. (Leipzig), 1979, 260, 630-640. [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
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