m-Nitroaniline
- Formula: C6H6N2O2
- Molecular weight: 138.1240
- IUPAC Standard InChI: InChI=1S/C6H6N2O2/c7-5-2-1-3-6(4-5)8(9)10/h1-4H,7H2
- IUPAC Standard InChIKey: XJCVRTZCHMZPBD-UHFFFAOYSA-N
- CAS Registry Number: 99-09-2
- 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-nitro-; Aniline, m-nitro-; m-Aminonitrobenzene; m-Nitroaminobenzene; m-Nitrophenylamine; Amarthol Fast Orange R Base; Azobase MNA; C.I. Azoic Diazo Component 7; C.I. 37030; Daito Orange Base R; Devol Orange R; Diazo Fast Orange R; Fast Orange Base R; Fast Orange M Base; Fast Orange MM Base; Fast Orange R Base; Fast Orange R Salt; Hiltonil Fast Orange R Base; MNA; Naphtoelan Orange R Base; Nitranilin; Orange Base Irga I; 1-Amino-3-nitrobenzene; 3-Nitroaniline; 3-Nitrobenzenamine; 3-Nitrobenzeneamine; 3-Nitrophenylamine; m-Nitraniline; 3-Aminonitrobenzene; NSC 9574
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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:
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
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tfus | 386. ± 3. | K | AVG | N/A | Average of 8 values; Individual data points |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 97. ± 1. | kJ/mol | V | Malaspina, Gigli, et al., 1973 | ALS |
| ΔsubH° | 96.5 ± 0.3 | kJ/mol | C | Malaspina, Gigli, et al., 1973 | AC |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 64.9 | 458. | A | Ferro and Piacente, 1985 | Based on data from 443. to 578. 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 |
|---|---|---|---|---|---|
| 392.5 to 578.9 | 5.84615 | 3308.304 | -12.776 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
| ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 93.6 ± 0.7 | 351. | ME | Malaspina, Gigli, et al., 1973 | Based on data from 320. to 384. K.; AC |
| 94.6 ± 0.3 | 351. | C | Malaspina, Gigli, et al., 1973 | Based on data from 320. to 384. K.; AC |
| 97.6 | 316. | ME | Hoyer and Peperle, 1958 | Based on data from 288. to 343. K. See also Cox and Pilcher, 1970.; AC |
| 97.5 ± 4.2 | 288. | V | Hoyer and Peperle, 1958, 2 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = 95.0 kJ/mol; ALS |
| 88.7 ± 2.5 | 332. to 341. | N/A | Wolf and Weghofer, 1938 | See also Jones, 1960 and Trieschmann, 1935.; AC |
| 89. ± 2. | 342. | V | Wolf and Weghofer, 1938, 2 | ALS |
| 88.3 ± 1.7 | 332. to 341. | TE | Wolf and Trieschmann, 1934 | AC |
Enthalpy of fusion
| ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 23.689 | 387. | Singh, Gupta, et al., 1990 | DH |
| 23.68 | 387.2 | Domalski and Hearing, 1996 | AC |
| 23.600 | 384.95 | Booss and Hauschildt, 1972 | DH |
| 23.680 | 385.0 | Andrews, Lynn, et al., 1926 | DH |
Entropy of fusion
| ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 61.3 | 384.95 | Booss and Hauschildt, 1972 | DH |
| 61.5 | 385.0 | Andrews, Lynn, et al., 1926 | DH |
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.
Malaspina, Gigli, et al., 1973
Malaspina, L.; Gigli, R.; Bardi, G.; De Maria, G.,
Simultaneous determination by Knudsen effusion microcalorimetry of the vapour pressure and the enthalpy of sublimation of p- and m-nitroaniline,
J. Chem. Thermodyn., 1973, 5, 699-706. [all data]
Ferro and Piacente, 1985
Ferro, D.; Piacente, V.,
Heat of vaporization of o-, m- and p-nitroaniline,
Thermochimica Acta, 1985, 90, 387-389, https://doi.org/10.1016/0040-6031(85)87121-5
. [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]
Hoyer and Peperle, 1958
Hoyer, H.; Peperle, W.,
Z. Elektrochem., 1958, 62, 61. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [all data]
Hoyer and Peperle, 1958, 2
Hoyer, H.; Peperle, W.,
Dampfdrunkmessungen an organischen substanzen und ihre sublimationswarmen,
Z. Electrochem., 1958, 62, 61-66. [all data]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]
Wolf and Weghofer, 1938
Wolf, K.L.; Weghofer, H.Z.,
Z. Phys. Chem. Abt. B, 1938, 39, 194. [all data]
Jones, 1960
Jones, A.H.,
Sublimation Pressure Data for Organic Compounds.,
J. Chem. Eng. Data, 1960, 5, 2, 196-200, https://doi.org/10.1021/je60006a019
. [all data]
Trieschmann, 1935
Trieschmann, H.G.,
, Ph.D. Dissertation, Inst. Fur Phys. Chem. and Electrochem. der Universitat Kiel, Germany, 1935. [all data]
Wolf and Weghofer, 1938, 2
Wolf, K.L.; Weghofer, H.,
Uber sublimationswarmen,
Z. Phys. Chem., 1938, 39, 194-208. [all data]
Wolf and Trieschmann, 1934
Wolf, K.L.; Trieschmann, H.G.,
Z. Phys. Chem. Abt. B, 1934, 27, 376. [all data]
Singh, Gupta, et al., 1990
Singh, R.N.; Gupta, J.P.; Singh, N.; Singh, N.P.; Singh, O.P.; Singh, N.B.; Hopkins, R.H.; Mazelsky, R.,
Growth conditions of organic non-linear optical crystals,
Thermochim. Acta, 1990, 165(2), 297-299. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Booss and Hauschildt, 1972
Booss, H.J.; Hauschildt, K.R.,
Die Schmelzenthalpie des Benzils und 4-Nitrophenols,
Z. Anal. Chem., 1972, 261(1), 32. [all data]
Andrews, Lynn, et al., 1926
Andrews, D.H.; Lynn, G.; Johnston, J.,
The heat capacities and heat of crystallization of some isomeric aromatic compounds,
J. Am. Chem. Soc., 1926, 48, 1274-1287. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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