m-Chloroaniline
- Formula: C6H6ClN
- Molecular weight: 127.572
- IUPAC Standard InChIKey: PNPCRKVUWYDDST-UHFFFAOYSA-N
- CAS Registry Number: 108-42-9
- 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: Benzenamine, 3-chloro-; Aniline, m-chloro-; m-Aminochlorobenzene; m-Chlorophenylamine; Fast Orange GC Base; Orange GC base; 3-Chloroaniline; 3-Chlorobenzenamine; m-Chloroaminobenzene; Azoic diazo component 2, base; 1-Amino-3-chlorobenzene; 3-Chlooranilinen; 3-Chlorophenylamine; 3-Cloroaniline; m-Chloraniline; Benzeneamine, 3-chloro-; Aniline, 3-chloro-; NSC 17581
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Phase change 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:
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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 503.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 503.15 | K | N/A | Pawlowski and Wieckowska, 1980 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tboil | 503.7 | K | N/A | Sidgwick and Rubie, 1921 | Uncertainty assigned by TRC = 2. K; TRC |
Tboil | 509.65 | K | N/A | Perkin, 1896 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 263.15 | K | N/A | Pawlowski and Wieckowska, 1980 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 262.9 | K | N/A | Dreisbach, 1955 | Uncertainty assigned by TRC = 0.02 K; TRC |
Tfus | 262.8 | K | N/A | Sidgwick and Rubie, 1921 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 14.6 ± 0.67 | kcal/mol | C | Ribeiro da Silva, Gomes, et al., 2005 | AC |
ΔvapH° | 14.4 ± 0.02 | kcal/mol | GS | Verevkin and Schick, 2003 | Based on data from 291. to 340. K.; AC |
ΔvapH° | 12.90 ± 0.05 | kcal/mol | V | Zalikin, Kochetkov, et al., 1965 | ALS |
Reduced pressure boiling point
Tboil (K) | Pressure (atm) | Reference | Comment |
---|---|---|---|
368.7 | 0.014 | Aldrich Chemical Company Inc., 1990 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
12.8 | 413. | A | Stephenson and Malanowski, 1987 | Based on data from 398. to 573. K. See also Dykyj, 1972.; AC |
14.4 ± 0.1 | 319. | TE,ME | Piacente, Scardala, et al., 1985 | Based on data from 292. to 346. K.; AC |
14.6 ± 0.2 | 323. | TE,ME | Piacente, Scardala, et al., 1985 | Based on data from 304. to 342. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
334. to 398. | 0.70794 | 296.999 | -257.467 | Zalikin, Kochetkov, et al., 1965 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
2.9 | 263. | Khanna, Khetarpal, et al., 1983 | AC |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
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]
Perkin, 1896
Perkin, W.H.,
LXIX. On Magnetic Rotatory Power, especially of Aromatic Compounds,
J. Chem. Soc., 1896, 69, 1025-1257. [all data]
Dreisbach, 1955
Dreisbach, R.R.,
Physical Properties of Chemical Compounds, Advances in Chemistry Series No. 15, Am. Chem. Soc.: Washington, D. C., 1955. [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]
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]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [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]
Dykyj, 1972
Dykyj, J.,
Petrochemia, 1972, 12, 1, 13. [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]
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]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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