Benzenamine, N,N-dimethyl-
- Formula: C8H11N
- Molecular weight: 121.1796
- IUPAC Standard InChIKey: JLTDJTHDQAWBAV-UHFFFAOYSA-N
- CAS Registry Number: 121-69-7
- 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: Aniline, N,N-dimethyl-; (Dimethylamino)benzene; Dimethylaniline; Dimethylphenylamine; N,N-Dimethylaniline; Versneller NL 63/10; N,N-Dimethylbenzenamine; Dwumetyloanilina; N,N-(Dimethylamino)benzene; N,N-Dimethylphenylamine; NCI-C56428; N,N-Dimethylbenzeneamine; UN 2253; NL 63-10P; NSC 7195; N,N-dimethylanilin
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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 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 | 47.7 ± 3.4 | kJ/mol | Ccb | Furukawa, Sakiyama, et al., 1982 | ALS |
ΔfH°liquid | 34. | kJ/mol | Ccb | Vriens and Hill, 1952 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -4767.8 ± 3.2 | kJ/mol | Ccb | Furukawa, Sakiyama, et al., 1982 | ALS |
ΔcH°liquid | -4754.3 | kJ/mol | Ccb | Vriens and Hill, 1952 | ALS |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
214.6 | 302.4 | de Kolossowsky and Udowenko, 1934 | DH |
214.6 | 302.3 | Kolosovskii and Udovenko, 1934 | DH |
209.6 | 289. | Radulescu and Jula, 1934 | DH |
212.1 | 283. | Bramley, 1916 | Mean value, 0 to 20 C.; DH |
212.1 | 298. | von Reis, 1881 | T = 292 to 478 K.; DH |
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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 466. ± 3. | K | AVG | N/A | Average of 10 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 275. ± 2. | K | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 687.5 ± 0.6 | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 36.2 ± 0.5 | bar | AVG | N/A | Average of 7 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 52. ± 3. | kJ/mol | AVG | N/A | Average of 6 values; Individual data points |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
350.2 | 0.017 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
53.7 ± 0.5 | 304. | N/A | Verevkin, 1997 | Based on data from 284. to 323. K.; AC |
49.2 | 378. | A | Stephenson and Malanowski, 1987 | Based on data from 363. to 418. K.; AC |
47.6 | 317. | A | Stephenson and Malanowski, 1987 | Based on data from 302. to 467. K. See also Stull, 1947.; AC |
44.35 | 465.7 | V | Mathews and Fehlandt, 1931 | ALS |
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 |
---|---|---|---|---|---|
302.7 to 466.3 | 4.83003 | 2117.236 | -27.606 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
344.17 to 469.93 | 4.84718 | 2132.497 | -26.116 | Nelson and Wales, 1925 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
11.56 | 275.6 | Ahmed and Eades, 1972 | AC |
IR Spectrum
Go To: Top, Condensed phase thermochemistry data, Phase change data, References, Notes
Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Furukawa, Sakiyama, et al., 1982
Furukawa, J.; Sakiyama, M.; Seki, S.; Saito, Y.; Kusano, K.,
Standard enthalpies of combustion and vaporization of N,N-dimethylaniline,
Bull. Chem. Soc. Jpn., 1982, 55, 3329-3330. [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]
de Kolossowsky and Udowenko, 1934
de Kolossowsky, N.; Udowenko, W.W.,
Determination des chaleurs specifiques des liquides,
Compt. rend., 1934, 198, 1394-1395. [all data]
Kolosovskii and Udovenko, 1934
Kolosovskii, N.A.; Udovenko, W.W.,
Specific heat of liquids. II.,
Zhur. Obshchei Khim., 1934, 4, 1027-1033. [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]
Bramley, 1916
Bramley, A.,
The study of binary mixtures. Part IV. Heats of reaction and specific heats,
J. Chem. Soc. (London), 1916, 109, 496-515. [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]
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]
Verevkin, 1997
Verevkin, Sergey P.,
Thermochemistry of amines: experimental standard molar enthalpies of formation of some aliphatic and aromatic amines,
The Journal of Chemical Thermodynamics, 1997, 29, 8, 891-899, https://doi.org/10.1006/jcht.1997.0212
. [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]
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]
Mathews and Fehlandt, 1931
Mathews, J.H.; Fehlandt, P.R.,
The heats of vaporization of some organic compounds,
J. Am. Chem. Soc., 1931, 53, 3212-32. [all data]
Nelson and Wales, 1925
Nelson, O.A.; Wales, H.,
Vapor Pressures and Boiling Points of Mono- and Dimthylanilines and Mono- and Diethylanilines,
J. Am. Chem. Soc., 1925, 47, 3, 867-872, https://doi.org/10.1021/ja01680a040
. [all data]
Ahmed and Eades, 1972
Ahmed, A.M.I.; Eades, R.G.,
Proton relaxation in solid aniline and some methyl derivatives,
J. Chem. Soc., Faraday Trans. 2, 1972, 68, 2017, https://doi.org/10.1039/f29726802017
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions 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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