Urea, methyl-
- Formula: C2H6N2O
- Molecular weight: 74.0818
- IUPAC Standard InChIKey: XGEGHDBEHXKFPX-UHFFFAOYSA-N
- CAS Registry Number: 598-50-5
- 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: Methylurea; Monomethylurea; N-Methylurea; 1-Methylurea; CH3NHCONH2; Methylmocovina
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Phase change 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:
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 | 373.8 | K | N/A | DellaGatta and Ferro, 1987 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 375.3 | K | N/A | Zordan, Hurkot, et al., 1972 | Uncertainty assigned by TRC = 0.1 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 375.0 | K | N/A | Ferloni and DellaGatta, 1995 | Uncertainty assigned by TRC = 0.2 K; TRC |
Ttriple | 378. | K | N/A | Kabo, Miroshnichenko, et al., 1990 | Uncertainty assigned by TRC = 0.00001 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 22.8 ± 0.1 | kcal/mol | GS | Emel'yanenko, Kabo, et al., 2006 | Based on data from 331. to 365. K.; AC |
ΔsubH° | 23.21 ± 0.096 | kcal/mol | C | Kozyro, Kabo, et al., 1993 | crystal phase; ALS |
ΔsubH° | 23.2 ± 0.1 | kcal/mol | N/A | Kozyro, Kabo, et al., 1993 | AC |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
22.880 | 343. | N/A | Kozyro, Kabo, et al., 1993 | DH |
23.2 ± 0.29 | 347. | ME | Zaitsau, Kabo, et al., 2003 | Based on data from 322. to 371. K.; AC |
23.1 ± 0.29 | 350. | ME | Zaitsau, Kabo, et al., 2003 | Based on data from 322. to 371. K.; AC |
22.6 ± 0.2 | 350. | C | Zaitsau, Kabo, et al., 2003 | AC |
22.56 ± 0.20 | 343. | C | Kozyro, Kabo, et al., 1993 | Hfusion=13.6±2.0 kJ/mol; ALS |
22.6 ± 0.20 | 343. | C | Kozyro, Kabo, et al., 1993 | AC |
23.7 ± 0.2 | 337. | C | Kabo, Miroshnichenko, et al., 1990, 2 | see Simirsky, Kabo, et al., 1987 and Simirskii, Kabo, et al., 1986; ALS |
22.7 ± 0.1 | 337. | C | Kabo, Miroshnichenko, et al., 1990, 2 | AC |
22.3 ± 0.29 | 355. | TE | Piacente, Ferro, et al., 1990 | See also Ferro, Barone, et al., 1987.; AC |
20.9 | 348. | N/A | Ferro, Barone, et al., 1987 | AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
3.7643 | 373.8 | N/A | Della Gatta and Ferro, 1987 | DH |
2.99 | 372. | DSC | Hashimoto, Tajima, et al., 2005 | AC |
3.97 | 375. | DSC | Ferloni and Gatta, 1995 | AC |
3.360 | 378.1 | N/A | Kabo, Miroshnichenko, et al., 1990, 2 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
10.1 | 373.8 | Della Gatta and Ferro, 1987 | DH |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
DellaGatta and Ferro, 1987
DellaGatta, G.; Ferro, D.,
Enthalpies of fusion and solid-to-solid transition, entropies of fusion for urea and twelve alkylurea,
Thermochim. Acta, 1987, 122, 143-52. [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]
Ferloni and DellaGatta, 1995
Ferloni, P.; DellaGatta, G.,
Heat capacities of urea, N-methylurea, N-ethylurea, N-(n)propylurea, and N- (n)butylurea in the range 200 to 360 K,
Thermochim. Acta, 1995, 266, 203-12. [all data]
Kabo, Miroshnichenko, et al., 1990
Kabo, G.Ya.; Miroshnichenko, E.A.; Frenkel, M.L.; Kozyro, A.A.; Simirsky, V.V.; Krasulin, A.P.; Vorob'eva, V.P.; Lebedev, Yu.A.,
Thermochemistry of Alkyl Derivatives of Urea,
Izv. Akad. Nauk SSSR, Ser. Khim., 1990, No. 4, 750-5. [all data]
Emel'yanenko, Kabo, et al., 2006
Emel'yanenko, Vladimir N.; Kabo, Gennady J.; Verevkin, Sergey P.,
Measurement and Prediction of Thermochemical Properties: Improved Increments for the Estimation of Enthalpies of Sublimation and Standard Enthalpies of Formation of Alkyl Derivatives of Urea,
J. Chem. Eng. Data, 2006, 51, 1, 79-87, https://doi.org/10.1021/je050230z
. [all data]
Kozyro, Kabo, et al., 1993
Kozyro, A.A.; Kabo, G.J.; Krasulin, A.P.; Sevruk, V.M.; Simirsky, V.V.; Sheiman, M.S.; Frenkel, M.L.,
Thermodynamic properties of methylurea,
J. Chem. Thermodyn., 1993, 25, 1409-1417. [all data]
Zaitsau, Kabo, et al., 2003
Zaitsau, Dz; Kabo, G.J.; Kozyro, A.A.; Sevruk, V.M.,
The effect of the failure of isotropy of a gas in an effusion cell on the vapor pressure and enthalpy of sublimation for alkyl derivatives of carbamide,
Thermochimica Acta, 2003, 406, 1-2, 17-28, https://doi.org/10.1016/S0040-6031(03)00231-4
. [all data]
Kabo, Miroshnichenko, et al., 1990, 2
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]
Simirskii, Kabo, et al., 1986
Simirskii, V.V.; Kabo, G.Ya.; Frenkel, M.L.,
Enthalpies of combustion and of formation of monoalkyl derivatives of urea,
Russ. J. Phys. Chem. (Engl. Transl.), 1986, 60, 1233-1234. [all data]
Piacente, Ferro, et al., 1990
Piacente, V.; Ferro, D.; Gatta, G. Della,
Sublimation enthalpy of eleven alkyl derivatives of urea,
Thermochimica Acta, 1990, 158, 1, 79-85, https://doi.org/10.1016/0040-6031(90)80054-3
. [all data]
Ferro, Barone, et al., 1987
Ferro, D.; Barone, G.; Della Gatta, G.; Piacente, V.,
Vapour pressures and sublimation enthalpies of urea and some of its derivatives,
The Journal of Chemical Thermodynamics, 1987, 19, 9, 915-923, https://doi.org/10.1016/0021-9614(87)90038-3
. [all data]
Della Gatta and Ferro, 1987
Della Gatta, G.; Ferro, D.,
Enthalpies of fusion and solid-to-solid transition, entropies of fusion for urea and twelve alkylureas,
Thermochim. Acta, 1987, 122, 143-152. [all data]
Hashimoto, Tajima, et al., 2005
Hashimoto, Masao; Tajima, Fukue; Eda, Kazuo; Yamamura, Kimiaki; Okazaki, Tadashi,
Exploration of plastic-like phases in alkylurea systems. A thermal and X-ray study,
Journal of Molecular Structure, 2005, 734, 1-3, 23-33, https://doi.org/10.1016/j.molstruc.2004.08.008
. [all data]
Ferloni and Gatta, 1995
Ferloni, Paolo; Gatta, Giuseppe Della,
Heat capacities of urea, N-methylurea, N-ethylurea, N-(n)propylurea, and N-(n)butylurea in the range 200 to 360 K,
Thermochimica Acta, 1995, 266, 203-212, https://doi.org/10.1016/0040-6031(95)02453-0
. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tfus Fusion (melting) point Ttriple Triple point temperature ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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