o-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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfliquid-4.64kJ/molCcbMasalitinova, Oleinikova, et al., 1981 
Quantity Value Units Method Reference Comment
Δcliquid-3237.5 ± 1.4kJ/molCcbMasalitinova, Oleinikova, et al., 1981 

Phase change 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos

Quantity Value Units Method Reference Comment
Tboil482.0KN/AWeast and Grasselli, 1989BS
Tboil482.15KN/APawlowski and Wieckowska, 1980Uncertainty assigned by TRC = 1. K; TRC
Tboil481.99KN/ADreisbach and Martin, 1949Uncertainty assigned by TRC = 0.07 K; TRC
Tboil480.2KN/ASidgwick and Rubie, 1921Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Tfus269.65KN/APawlowski and Wieckowska, 1980Uncertainty assigned by TRC = 0.5 K; TRC
Tfus271.21KN/ADreisbach and Martin, 1949Uncertainty assigned by TRC = 0.05 K; TRC
Tfus271.05KN/ASidgwick and Rubie, 1921Uncertainty assigned by TRC = 0.1 K; TRC
Quantity Value Units Method Reference Comment
Δvap56.4 ± 1.6kJ/molCRibeiro da Silva, Gomes, et al., 2005AC
Δvap57.1 ± 0.5kJ/molGSVerevkin and Schick, 2003Based on data from 288. to 327. K.; AC

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
50.7412.AStephenson and Malanowski, 1987Based on data from 397. to 482. K.; AC
58.2 ± 1.4311.TE,MEPiacente, Scardala, et al., 1985Based on data from 287. to 336. K.; AC
57.1 ± 1.0312.TE,MEPiacente, Scardala, et al., 1985Based on data from 294. to 330. K.; AC

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Temperature (K) A B C Reference Comment
319.4 to 481.54.157761646.915-85.259Stull, 1947Coefficents calculated by NIST from author's data.

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Reference Comment
12.38269.2Straka, Ruzicka, et al., 2007AC
8.81271.Khanna, Khetarpal, et al., 1983AC

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Gas phase ion energetics 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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to C6H6ClN+ (ion structure unspecified)

Ionization energy determinations

IE (eV) Method Reference Comment
8.50EIBaldwin, Loudon, et al., 1976LLK
7.9CTSBriegleb and Czekalla, 1959RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C6H6N+13.10ClEIBaldwin, Loudon, et al., 1976LLK

References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Notes

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

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]

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]

Pawlowski and Wieckowska, 1980
Pawlowski, W.; Wieckowska, E., Distribution Studies on Ternary System Water--Benzene--Chloro- or Nitroaniline, Pol. J. Chem., 1980, 54, 543. [all data]

Dreisbach and Martin, 1949
Dreisbach, R.R.; Martin, R.A., Physical Data on Some Organic Compounds, Ind. Eng. Chem., 1949, 41, 2875-8. [all data]

Sidgwick and Rubie, 1921
Sidgwick, N.V.; Rubie, H.E., The solubility and volatility of the chloro- and nitro-anilines and of their acetyl derivatives, J. Chem. Soc., 1921, 119, 1013-24. [all data]

Ribeiro da Silva, Gomes, et al., 2005
Ribeiro da Silva, Manuel A.V.; Gomes, José R.B.; Ferreira, Ana I.M.C.L., Experimental and Computational Investigation of the Energetics of the Three Isomers of Monochloroaniline, J. Phys. Chem. B, 2005, 109, 27, 13356-13362, https://doi.org/10.1021/jp0519565 . [all data]

Verevkin and Schick, 2003
Verevkin, Sergey P.; Schick, Christoph, Determination of vapor pressures, enthalpies of sublimation, enthalpies of vaporization, and enthalpies of fusion of a series of chloro-aminobenzenes and chloro-nitrobenzenes, Fluid Phase Equilibria, 2003, 211, 2, 161-177, https://doi.org/10.1016/S0378-3812(03)00181-X . [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Piacente, Scardala, et al., 1985
Piacente, V.; Scardala, P.; Ferro, D.; Gigli, R., Vaporization study of o-, m-, and p-chloroaniline by torsion-weighing effusion vapor pressure measurements, J. Chem. Eng. Data, 1985, 30, 4, 372-376, https://doi.org/10.1021/je00042a002 . [all data]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [all data]

Straka, Ruzicka, et al., 2007
Straka, Martin; Ruzicka, Kvetoslav; Ruzicka, Vlastimil, Heat Capacities of Chloroanilines and Chloronitrobenzenes, J. Chem. Eng. Data, 2007, 52, 4, 1375-1380, https://doi.org/10.1021/je700080k . [all data]

Khanna, Khetarpal, et al., 1983
Khanna, M.S.; Khetarpal, S.C.; Lal, K.; Bhatnagar, H.L., Thermodynamic studies on melting of some o-, m-, and p-halogen derivatives of aniline, Indian J. Pure Appl. Phys., 1983, 20, 6, 503. [all data]

Baldwin, Loudon, et al., 1976
Baldwin, M.A.; Loudon, A.G.; Maccoll, A.; Webb, K.S., The nature and fragmentation pathways of the molecular ions of some arylureas, arylthioureas, acetanilides, thioacetanilides and related compounds, Org. Mass Spectrom., 1976, 11, 1181. [all data]

Briegleb and Czekalla, 1959
Briegleb, G.; Czekalla, J., Die Bestimmung von lonisierungsenergien aus den Spektren von Elektronenubergangskomplexen, Z.Elektrochem., 1959, 63, 6. [all data]


Notes

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