p-Chloroaniline

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Condensed phase thermochemistry data

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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
Δcliquid-797.9 ± 3.2kcal/molCcbZalikin, Kochetkov, et al., 1965ALS
Quantity Value Units Method Reference Comment
Δfsolid-7.97kcal/molCcbMasalitinova, Oleinikova, et al., 1981ALS
Quantity Value Units Method Reference Comment
Δcsolid-766.93 ± 0.45kcal/molCcbMasalitinova, Oleinikova, et al., 1981ALS

Constant pressure heat capacity of solid

Cp,solid (cal/mol*K) Temperature (K) Reference Comment
35.21305.Zalikin, Kochetkov, et al., 1965T = 292 to 323 K. Mean value.; DH

Reaction thermochemistry data

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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

C6H5ClN- + Hydrogen cation = p-Chloroaniline

By formula: C6H5ClN- + H+ = C6H6ClN

Quantity Value Units Method Reference Comment
Δr360.4 ± 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
Δr353.1 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; B

Benzenamine, 4-chloro-N-methyl- = 0.5p-Chloroaniline + 0.5Benzenamine, 4-chloro-N,N-dimethyl-

By formula: C7H8ClN = 0.5C6H6ClN + 0.5C8H10ClN

Quantity Value Units Method Reference Comment
Δr-0.05kcal/molEqkMatvienko, Kachurin, et al., 1982liquid phase; Methanesulfonic acid; ALS

Urea, N,N'-bis(4-chlorophenyl)- = Benzene, 1-chloro-4-isocyanato- + p-Chloroaniline

By formula: C13H10Cl2N2O = C7H4ClNO + C6H6ClN

Quantity Value Units Method Reference Comment
Δr28.80 ± 0.26kcal/molEqkChimishkyan, Svetlova, et al., 1984solid phase; Dissociation; ALS

p-Chloroaniline + Maleic anhydride = Maleanilic acid, 4' chloro-

By formula: C6H6ClN + C4H2O3 = C10H8ClNO3

Quantity Value Units Method Reference Comment
Δr3.1kcal/molCmSrivastava, 1979solid phase; ALS

References

Go To: Top, 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.

Zalikin, Kochetkov, et al., 1965
Zalikin, A.A.; Kochetkov, V.L.; Strepikheev, Yu.A., Some physical and physicochemical constants of m- and p-chloroaniline and of m- and p-chlorophenyl isocyanate, Khim. Prom. (Moscow), 1965, 41, 338. [all data]

Masalitinova, Oleinikova, et al., 1981
Masalitinova, T.N.; Oleinikova, T.P.; Ryadnenko, V.L.; Kiseleva, N.N.; Lebedeva, N.D., Thermal effects of the hydrogenation of chloronitrobenzenes, J. Appl. Chem. USSR, 1981, 54, 1551-1554, In original 1799. [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]

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

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