Aniline
- Formula: C6H7N
- Molecular weight: 93.1265
- IUPAC Standard InChIKey: PAYRUJLWNCNPSJ-UHFFFAOYSA-N
- CAS Registry Number: 62-53-3
- 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. - Isotopologues:
- Other names: Benzenamine; Aminobenzene; Aminophen; Anyvim; Benzene, amino-; Blue Oil; C.I. 76000; Phenylamine; Aniline Oil; Aniline reagent; Anilin; Anilina; Benzidam; C.I. Oxidation base 1; Cyanol; Huile D'aniline; Krystallin; Kyanol; NCI-C03736; Rcra waste number U012; UN 1547; Benzeneamine
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Condensed phase thermochemistry 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:
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 |
---|---|---|---|---|---|
ΔfH°liquid | 31.3 ± 0.84 | kJ/mol | Ccb | Hatton, Hildenbrand, et al., 1962 | ALS |
ΔfH°liquid | 30. | kJ/mol | Ccb | Vriens and Hill, 1952 | ALS |
ΔfH°liquid | 30.8 | kJ/mol | Cm | Cole and Gilbert, 1951 | ALS |
ΔfH°liquid | 33. | kJ/mol | Ccb | Lemoult, 1907 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -3393.1 ± 1.0 | kJ/mol | Ccb | Hatton, Hildenbrand, et al., 1962 | ALS |
ΔcH°liquid | -3392. | kJ/mol | Ccb | Vriens and Hill, 1952 | ALS |
ΔcH°liquid | -3392.3 | kJ/mol | Cm | Cole and Gilbert, 1951 | ALS |
ΔcH°liquid | -3391. ± 13. | kJ/mol | Ccb | Anderson and Gilbert, 1942 | %hf calculated possible error by author; ALS |
ΔcH°liquid | -3411. | kJ/mol | Ccb | Lemoult, 1907 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 191.30 | J/mol*K | N/A | Hatton, Hildenbrand, et al., 1962 | DH |
S°liquid | 191.6 | J/mol*K | N/A | Parks, Huffman, et al., 1933 | Extrapolation below 90 K, 45.27 J/mol*K.; DH |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -3391. | kJ/mol | Ccb | Willis, 1947 | ALS |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
194.1 | 298. | Lesbats and Lichanot, 1987 | T = 200 to 300 K.; DH |
191.01 | 298.15 | Nichols and Wads, 1975 | DH |
193.7 | 298. | Deshpande and Bhatagadde, 1971 | T = 298 to 318 K.; DH |
192.05 | 298.15 | Hatton, Hildenbrand, et al., 1962 | T = 15 to 300 K. Cp(liq, cal/mol·K) = 33.71 + 0.0409T (15 to 300 K).; DH |
192.0 | 293. | Crtzen, Jost, et al., 1957 | DH |
197.5 | 323. | Hough, Mason, et al., 1950 | T = 323 to 453 K.; DH |
109.20 | 267.3 | Ziegler and Andrews, 1942 | T = 40.84 K.; DH |
183.7 | 288. | Radulescu and Jula, 1934 | DH |
178.8 | 298.15 | Ferguson and Miller, 1933 | T = 293 to 323 K. Data calculated from equation.; DH |
190.92 | 298.2 | Parks, Huffman, et al., 1933 | T = 94 to 298 K. Value is unsmoothed experimental datum.; DH |
193.38 | 298.2 | Lang, 1928 | T = 5 to 60°C.; DH |
192.5 | 298. | von Reis, 1881 | T = 290 to 465 K.; DH |
References
Go To: Top, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Hatton, Hildenbrand, et al., 1962
Hatton, W.E.; Hildenbrand, D.L.; Sinke, G.C.; Stull, D.R.,
Chemical thermodynamic properties of aniline,
J. Chem. Eng. Data, 1962, 7, 229-231. [all data]
Vriens and Hill, 1952
Vriens, G.N.; Hill, A.G.,
Equilibria of several reactions of aromatic amines,
Ind. Eng. Chem., 1952, 44, 2732-27. [all data]
Cole and Gilbert, 1951
Cole, L.G.; Gilbert, E.C.,
The heats of combustion of some nitrogen compounds and the apparent energy of the N-N bond,
J. Am. Chem. Soc., 1951, 73, 5423-5427. [all data]
Lemoult, 1907
Lemoult, M.P.,
Recherches theoriques et experimentales sur les chaleurs de combustion et de formation des composes organiques,
Ann. Chim. Phys., 1907, 12, 395-432. [all data]
Anderson and Gilbert, 1942
Anderson, C.M.; Gilbert, E.C.,
The apparent energy of the N-N bond as calculated from heats of combustion,
J. Am. Chem. Soc., 1942, 64, 2369-2372. [all data]
Parks, Huffman, et al., 1933
Parks, G.S.; Huffman, H.M.; Barmore, M.,
Thermal data on organic compounds. XI. The heat capacities,
entropies and free energies of ten compounds containing oxygen or nitrogen. J. Am. Chem. Soc., 1933, 55, 2733-2740. [all data]
Willis, 1947
Willis, J.B.,
The heats of combustion of some organic bases and their salts. The resonance energies of acridine and phenazine,
Trans. Faraday Soc., 1947, 43, 97-102. [all data]
Lesbats and Lichanot, 1987
Lesbats, C.; Lichanot, A.,
Capacites calorifiques de durcisseurs amines et resines epoxydes,
Thermochim. Acta, 1987, 109, 317-329. [all data]
Nichols and Wads, 1975
Nichols, N.; Wads, I.,
Thermochemistry of solutions of biochemical model compounds. 3. Some benzene derivatives in aqueous solution,
J. Chem. Thermodynam., 1975, 7, 329-336. [all data]
Deshpande and Bhatagadde, 1971
Deshpande, D.D.; Bhatagadde, L.G.,
Heat capacities at constant volume, free volumes, and rotational freedom in some liquids,
Aust. J. Chem., 1971, 24, 1817-1822. [all data]
Crtzen, Jost, et al., 1957
Crtzen, J.L.; Jost, W.; Sieg, L.,
Gleichgewichtsmessungen im System Anilin-N-Methylanilin, N-N-Dimethylanilin, 1,2-Äthandiol,
Z. Elektrochem., 1957, 61, 230-246. [all data]
Hough, Mason, et al., 1950
Hough, E.W.; Mason, D.M.; Sage, B.H.,
Heat capacities of several organic liquids,
J. Am. Chem. Soc., 1950, 72, 5775-5777. [all data]
Ziegler and Andrews, 1942
Ziegler, W.T.; Andrews, D.H.,
The heat capacity of benzene-d6,
J. Am. Chem. Soc., 1942, 64, 2482-2485. [all data]
Radulescu and Jula, 1934
Radulescu, D.; Jula, O.,
Beiträge zur Bestimmung der Abstufung der Polarität des Aminstickstoffes in den organischen Verbindungen,
Z. Phys. Chem., 1934, B26, 390-393. [all data]
Ferguson and Miller, 1933
Ferguson, A.; Miller, J.T.,
A method for the determination of the specific heats of liquids, and a determination of the specific heats of aniline and benzene over the approximate range 20°C to 50°C,
Proc. Phys. Soc. London, 1933, 45, 194-207. [all data]
Lang, 1928
Lang, H.R.,
On the measurement of the variation of the specific heat of aniline with temperature, using the continuous flow electric method,
Proc. Roy. Soc. (London), 1928, A118, 138-156. [all data]
von Reis, 1881
von Reis, M.A.,
Die specifische Wärme flüssiger organischer Verbindungen und ihre Beziehung zu deren Moleculargewicht,
Ann. Physik [3], 1881, 13, 447-464. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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