Methylamine, N,N-dimethyl-
- Formula: C3H9N
- Molecular weight: 59.1103
- IUPAC Standard InChIKey: GETQZCLCWQTVFV-UHFFFAOYSA-N
- CAS Registry Number: 75-50-3
- 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. - Other names: Trimethylamine; Methanamine, N,N-dimethyl-; TMA; UN 1083; UN 1297
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Condensed 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 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 | -45.73 ± 0.71 | kJ/mol | Eqk | Issoire and Long, 1960 | Heat of formation derived by Cox and Pilcher, 1970; ALS |
ΔfH°liquid | -52.7 | kJ/mol | Ccb | Lemoult, 1907 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -2484. | kJ/mol | Ccb | Muller, 1910 | At 288 K; ALS |
ΔcH°liquid | -2430. | kJ/mol | Ccb | Lemoult, 1907 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 197.82 | J/mol*K | N/A | Aston, Sagenkahn, et al., 1944 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
132.55 | 280. | Aston, Sagenkahn, et al., 1944 | T = 12 to 280 K.; DH |
Phase change data
Go To: Top, Condensed 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:
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.
DH - Eugene S. Domalski and Elizabeth D. Hearing
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 275. ± 5. | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 155.95 | K | N/A | Roberts, Emeleus, et al., 1939 | Uncertainty assigned by TRC = 0.2 K; TRC |
Tfus | 149.4 | K | N/A | Simon and Huter, 1935 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 155.95 | K | N/A | Simon and Huter, 1935, 2 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 155.85 | K | N/A | Wiberg and Sutterlin, 1935 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 149.15 | K | N/A | Timmermans and Mattaar, 1921 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 156.08 | K | N/A | Aston, Sagenkahn, et al., 1944, 2 | Uncertainty assigned by TRC = 0.05 K; based on T0 = 273.16 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 433.2 | K | N/A | Majer and Svoboda, 1985 | |
Tc | 432.79 | K | N/A | Kay and Young, 1974 | Uncertainty assigned by TRC = 0.15 K; TRC |
Tc | 433.3 | K | N/A | Day and Felsing, 1950 | Uncertainty assigned by TRC = 0.3 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 40.87 | bar | N/A | Kay and Young, 1974 | Uncertainty assigned by TRC = 0.03 bar; TRC |
Pc | 40.7712 | bar | N/A | Day and Felsing, 1950 | Uncertainty assigned by TRC = 0.1066 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Vc | 30. | l/mol | N/A | Day and Felsing, 1950 | Uncertainty assigned by TRC = 0.07 l/mol; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 22.18 | kJ/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 22.0 ± 0.08 | kJ/mol | V | Issoire and Long, 1960 | Heat of formation derived by Cox and Pilcher, 1970; ALS |
ΔvapH° | 22.0 | kJ/mol | N/A | Issoire and Long, 1960 | DRB |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
22.937 | 276.03 | N/A | Aston, Sagenkahn, et al., 1944 | P = 101.325 kPa; DH |
22.94 | 276. | N/A | Majer and Svoboda, 1985 | |
24.6 | 261. | A | Stephenson and Malanowski, 1987 | Based on data from 193. to 276. K. See also Aston, Sagenkahn, et al., 1944.; AC |
23.0 | 368. | N/A | Day and Felsing, 1950, 2 | Based on data from 333. to 403. K.; AC |
24.1 | 288. | N/A | Swift and Hochanadel, 1945 | Based on data from 273. to 313. K.; AC |
22.94 ± 0.03 | 276.03 | V | Aston, Sagenkahn, et al., 1944, 3 | ALS |
24.5 | 250. | C | Aston, Sagenkahn, et al., 1944 | AC |
24.35 | 276.2 | V | Thompson and Linnett, 1936 | ALS |
Enthalpy of vaporization
ΔvapH =
A exp(-βTr) (1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kJ/mol)
Tr = reduced temperature (T / Tc)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A (kJ/mol) | β | Tc (K) | Reference | Comment |
---|---|---|---|---|---|
250. to 276. | 36.56 | 0.2824 | 433.2 | Majer and Svoboda, 1985 |
Entropy of vaporization
ΔvapS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
83.10 | 276.03 | Aston, Sagenkahn, et al., 1944 | P; DH |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
192.84 to 276.60 | 4.01613 | 970.297 | -34.06 | Aston, Sagenkahn, et al., 1944 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
6.544 | 156.08 | Aston, Sagenkahn, et al., 1944 | DH |
6.54 | 156.1 | Acree, 1991 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
41.93 | 156.08 | Aston, Sagenkahn, et al., 1944 | DH |
References
Go To: Top, Condensed 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.
Issoire and Long, 1960
Issoire, J.; Long, C.,
Etude de la thermodynamique chimique de la reaction de formation des methylamines,
Bull. Soc. Chim. France, 1960, 2004-2012. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [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]
Muller, 1910
Muller, J.-A.,
Sur les chaleurs de combustion et les poids specifiques des methylamines,
Ann. Chim. Phys., 1910, 20, 116-130. [all data]
Aston, Sagenkahn, et al., 1944
Aston, J.G.; Sagenkahn, M.L.; Szasa, G.J.; Moessen, G.W.; Zuhr, H.F.,
The heat capacity and entropy, heats of fusion and vaporization and the vapor pressure of trimethylamine. The entropy from spectroscopic and molecular data,
J. Am. Chem. Soc., 1944, 66, 1171-1177. [all data]
Roberts, Emeleus, et al., 1939
Roberts, E.R.; Emeleus, H.J.; Briscoe, H.V.A.,
Preparation and Prop. of Ethyldideuteramine and Dimethyldeuteramine,
J. Chem. Soc., 1939, 1939, 41. [all data]
Simon and Huter, 1935
Simon, A.; Huter, J.,
Vapor Pressure Curves, Melting Point and Chemical Constants of Dimethyl, Trimethyl- and Isobutylamines,
Z. Elektrochem., 1935, 41, 28. [all data]
Simon and Huter, 1935, 2
Simon, A.; Huter, J.,
Z. Elektrochem., 1935, 41, 294. [all data]
Wiberg and Sutterlin, 1935
Wiberg, E.; Sutterlin, W.,
The Vapor Pressures and Melting Points of Dimethyl- and Trimethylamine Trimethylamines,
Z. Elektrochem., 1935, 41, 151. [all data]
Timmermans and Mattaar, 1921
Timmermans, J.; Mattaar, J.F.,
Freezing points of orgainic substances VI. New experimental determinations.,
Bull. Soc. Chim. Belg., 1921, 30, 213. [all data]
Aston, Sagenkahn, et al., 1944, 2
Aston, J.G.; Sagenkahn, M.L.; Szasz, G.J.; Moessen, G.W.; Zuhr, H.F.,
The Heat Capacity and Entropy, Heats of Fusion and Vaporization and the Vapor Pressure of Trimethylamine. The Entropy From Spectroscopic and Molecular Data,
J. Am. Chem. Soc., 1944, 66, 1171. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Kay and Young, 1974
Kay, W.B.; Young, C.L.,
Int. DATA Ser., Sel. Data Mixtures, Ser. A, 1974, No. 2, 154. [all data]
Day and Felsing, 1950
Day, H.O.; Felsing, W.A.,
Some Vapor Pressures and the Critical COnstants of Trimethylamine,
J. Am. Chem. Soc., 1950, 72, 1698. [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]
Day and Felsing, 1950, 2
Day, H.O.; Felsing, W.A.,
Some Vapor Pressures and the Critical Constants of Trimethylamine,
J. Am. Chem. Soc., 1950, 72, 4, 1698-1699, https://doi.org/10.1021/ja01160a077
. [all data]
Swift and Hochanadel, 1945
Swift, Elijah; Hochanadel, Helen Phillips,
The Vapor Pressure of Trimethylamine from 0 to 40°,
J. Am. Chem. Soc., 1945, 67, 5, 880-881, https://doi.org/10.1021/ja01221a508
. [all data]
Aston, Sagenkahn, et al., 1944, 3
Aston, J.G.; Sagenkahn, M.L.; Szasz, G.J.; Moessen, G.W.; Zuhr, H.F.,
The heat capacity and entropy, heats of fusion and vaporization and the vapor pressure of trimethylamine. The entropy from spectroscopic and molecular data,
J. Am. Chem. Soc., 1944, 66, 1171-11. [all data]
Thompson and Linnett, 1936
Thompson, H.W.; Linnett, J.W.,
The vapour pressures and association of some metallic and non-metallic alkyls,
Trans. Faraday Soc., 1936, 32, 681-685. [all data]
Acree, 1991
Acree, William E.,
Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation,
Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Pc Critical pressure S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature Vc Critical volume ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ΔvapS Entropy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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