m-Nitroaniline
- Formula: C6H6N2O2
- Molecular weight: 138.1240
- 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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Gas phase thermochemistry data
Go To: Top, Phase change data, References, Notes
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 |
---|---|---|---|---|---|
ΔfH°gas | 62.5 ± 1.8 | kJ/mol | Ccr | Nishiyama, Sakiyama, et al., 1983 |
Phase change data
Go To: Top, Gas phase thermochemistry data, 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, Gas phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Nishiyama, Sakiyama, et al., 1983
Nishiyama, K.; Sakiyama, M.; Seki, S.,
Enthalpies of combustion of organic compounds. V. 3- and 4-nitroanilines,
Bull. Chem. Soc. Jpn., 1983, 56, 3171-3172. [all data]
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, Gas phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Tfus Fusion (melting) point ΔfH°gas Enthalpy of formation of gas at standard conditions 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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