Urea, tetramethyl-
- Formula: C5H12N2O
- Molecular weight: 116.1616
- IUPAC Standard InChIKey: AVQQQNCBBIEMEU-UHFFFAOYSA-N
- CAS Registry Number: 632-22-4
- 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: Temur; Tetramethylurea; ((CH3)2N)2CO; 1,1,3,3-Tetramethylurea; TMU; Urea, 1,1,3,3-tetramethyl-; Tetramethyluree; N,N,N',N'-Tetramethylurea; NSC 91488; Urea, N,N,N',N'-tetramethyl-
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Data at other public NIST sites:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, 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 | -205.6 ± 1.1 | kJ/mol | Ccb | Kabo, Miroshnichenko, et al., 1990 | see Simirsky, Kabo, et al., 1987 and Kozyro, Krasulin, et al., 1988 |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, 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 | -262.2 ± 1.1 | kJ/mol | Ccb | Kabo, Miroshnichenko, et al., 1990 | see Simirsky, Kabo, et al., 1987 and Kozyro, Krasulin, et al., 1988; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -3420.36 ± 0.81 | kJ/mol | Ccb | Kabo, Miroshnichenko, et al., 1990 | see Simirsky, Kabo, et al., 1987 and Kozyro, Krasulin, et al., 1988; ALS |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
241.2 | 320. | Kozyro, Krasulin, et al., 1988, 2 | T = 160 to 425 K. Equation only. Cp(c) = 60.22 + 0.520 T J/mol*K (160 to 240 K); Cp(liq) = 153.30 + 0.2748 J/mol*K (320 to 425 K).; DH |
Phase change data
Go To: Top, Gas phase thermochemistry data, 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
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 449.7 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 272.2 | K | N/A | Kozyro, Krasulin, et al., 1988, 3 | Uncertainty assigned by TRC = 0.1 K; TRC |
Tfus | 272.0 | K | N/A | Zordan, Hurkot, et al., 1972 | Uncertainty assigned by TRC = 0.1 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 270.48 | K | N/A | Kabo, Kozyro, et al., 1995 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 56.6 ± 0.8 | kJ/mol | C | Kabo, Miroshnichenko, et al., 1990 | see Simirsky, Kabo, et al., 1987 and Kozyro, Krasulin, et al., 1988; ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
41.7 | 450. | A,EB | Kneisl and Zondlo, 1987 | Based on data from 320. to 450. K.; AC |
52.2 | 325. | A,EB | Kneisl and Zondlo, 1987 | Based on data from 320. to 450. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
13.400 | 272.2 | Kozyro, Krasulin, et al., 1988, 2 | DH |
13.400 | 272.2 | Kozyro, Krasulin, et al., 1988, 2 | DH |
14.0 | 272.1 | Jamróz, Dobrowolski, et al., 2001 | AC |
13.4 | 272.2 | Kabo, Kozyro, et al., 1995, 2 | See also Domalski and Hearing, 1996.; AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
49.2 | 272.2 | Kozyro, Krasulin, et al., 1988, 2 | DH |
49.2 | 272.2 | Kozyro, Krasulin, et al., 1988, 2 | DH |
References
Go To: Top, Gas phase thermochemistry data, 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.
Kabo, Miroshnichenko, et al., 1990
Kabo, G.Ya.; Miroshnichenko, E.A.; Frenkel, M.L.; Kozyro, A.A.; Simirskii, V.V.; Krasulin, A.P.; Vorob'eva, V.P.; Lebedev, Yu.A.,
Thermochemistry of urea alkyl derivatives,
Bull. Acad. Sci. USSR, Div. Chem. Sci., 1990, 662-667. [all data]
Simirsky, Kabo, et al., 1987
Simirsky, V.V.; Kabo, G.J.; Frenkel, M.L.,
Additivity of the enthalpies of formation of urea derivatives in the crystalline state,
J. Chem. Thermodyn., 1987, 19, 1121-1127. [all data]
Kozyro, Krasulin, et al., 1988
Kozyro, A.A.; Krasulin, A.P.; Simirskii, V.V.; Markovnik, V.S.,
Thermodynamic properties of tetramethylurea,
Russ. J. Phys. Chem. (Engl. Transl.), 1988, 62, 895-897. [all data]
Kozyro, Krasulin, et al., 1988, 2
Kozyro, A.A.; Krasulin, A.P.; Simirskii, V.V.; Markovnik, V.S.,
Thermodynamic properties of tetramethylurea,
Zhur. Fiz. Khim., 1988, 62, 1747-1751. [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]
Kozyro, Krasulin, et al., 1988, 3
Kozyro, A.A.; Krasulin, A.P.; Simirsky, V.V.; Markovnik, V.S.,
Thermodynamic properties of tetramethylurea,
Zh. Fiz. Khim., 1988, 62, 1747-52. [all data]
Zordan, Hurkot, et al., 1972
Zordan, T.A.; Hurkot, D.G.; Peterson, M.; Hepler, L.G.,
Enthalpies and entropies of melting from differential scanning calorimetry and freezing point depressions: urea, methylurea, 1, 1-dimethylurea, 1, 3- dimethylurea, tetramethylurea, and thiourea,
Thermochim. Acta, 1972, 5, 21. [all data]
Kabo, Kozyro, et al., 1995
Kabo, G.Ya.; Kozyro, A.A.; Diky, V.V.; Simirsky, V.V.,
Additivity of Thermodynamic Properties of Organic Compounds in Crystalline State. 2. Heat Capacities and Enthalpies of Phase Transition of Alkyl Derivatives of Urea in Crystalline State,
J. Chem. Eng. Data, 1995, 40, 371-93. [all data]
Kneisl and Zondlo, 1987
Kneisl, Philip; Zondlo, John W.,
Vapor pressure, liquid density, and the latent heat of vaporization as functions of temperature for four dipolar aprotic solvents,
J. Chem. Eng. Data, 1987, 32, 1, 11-13, https://doi.org/10.1021/je00047a003
. [all data]
Jamróz, Dobrowolski, et al., 2001
Jamróz, Malgorzata E.; Dobrowolski, Jan Cz.; Polaczek, Jerzy; Szafranski, Andrzej M.; Kazimirski, Jan K.; Lisicki, Zygmunt,
(Solid + liquid) equilibria, i.r., and semi-empirical studies of carbazole with selected tertiary amides,
The Journal of Chemical Thermodynamics, 2001, 33, 5, 565-579, https://doi.org/10.1006/jcht.2000.0770
. [all data]
Kabo, Kozyro, et al., 1995, 2
Kabo, Gennady J.; Kozyro, Alexander A.; Diky, Vladimir V.; Simirsky, Vladimir V.,
Additivity of Thermodynamic Properties of Organic Compounds in Crystalline State. 2. Heat Capacities and Enthalpies of Phase Transition of Alkyl Derivatives of Urea in Crystalline State,
J. Chem. Eng. Data, 1995, 40, 2, 371-393, https://doi.org/10.1021/je00018a005
. [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]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas 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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.