Urea
- Formula: CH4N2O
- Molecular weight: 60.0553
- IUPAC Standard InChIKey: XSQUKJJJFZCRTK-UHFFFAOYSA-N
- CAS Registry Number: 57-13-6
- 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: Carbamide; Carbamimidic acid; Carbonyldiamide; Isourea; Pseudourea; Urea-13C; Ureaphil; Ureophil; Urevert; UR; (NH2)2CO; Carbonyl Diamine; Alphadrate; Aquacare; Aquadrate; B-I-K; Calmurid; Carbaderm; Keratinamin; NCI-C02119; Pastaron; Prespersion, 75 urea; Ultra Mide; Urepearl; Mocovina; Supercel 3000; Varioform II; Benural 70; Harnstoff; Basodexan; Bubber shet; Elaqua xx; Hyanit; Nutraplus; Onychomal; NSC 34375; Uroderm; Panafil (Salt/Mix); Cerovel (Salt/Mix); component of Artra Ashy Skin Cream (Salt/Mix)
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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 | 406. ± 3. | K | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 407.9 | K | N/A | Ferloni and DellaGatta, 1995 | Uncertainty assigned by TRC = 0.2 K; TRC |
Ttriple | 408. | K | N/A | Kabo, Miroshnichenko, et al., 1990 | Uncertainty assigned by TRC = 0.00001 K; TRC |
Ttriple | 405.8 | K | N/A | Kozyro, Dalidovich, et al., 1986 | Uncertainty assigned by TRC = 0.1 K; TRC |
Ttriple | 405.8 | K | N/A | Vogel and Schuberth, 1980 | Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 95.5 ± 0.3 | kJ/mol | GS | Emel'yanenko, Kabo, et al., 2006 | Based on data from 358. to 402. K.; AC |
ΔsubH° | 98.6 | kJ/mol | N/A | De Wit, Van Miltenburg, et al., 1983 | AC |
ΔsubH° | 87.65 ± 0.88 | kJ/mol | V | Suzuki, Onishi, et al., 1956 | ALS |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
94.6 ± 2.2 | 370. | ME | Zaitsau, Kabo, et al., 2003 | Based on data from 329. to 403. K.; AC |
95.1 ± 2.2 | 350. | ME | Zaitsau, Kabo, et al., 2003 | Based on data from 329. to 403. K.; AC |
94.6 ± 0.5 | 350. | C | Zaitsau, Kabo, et al., 2003 | AC |
97.6 ± 1.0 | 354. | C | Kabo, Miroshnichenko, et al., 1990, 2 | see Simirsky, Kabo, et al., 1987; ALS |
90.9 | 381. | N/A | Ferro, Barone, et al., 1987 | AC |
87.7 | 357. | N/A | Stephenson and Malanowski, 1987 | Based on data from 345. to 368. K.; AC |
96.9 | 351. | TE,ME | De Wit, Van Miltenburg, et al., 1983 | Based on data from 338. to 362. K.; AC |
95.4 | 361. | N/A | Trimble and Voorhoeve, 1978 | AC |
87.9 ± 2.1 | 356. | N/A | Suzuki, Onishi, et al., 1956, 2 | Based on data from 345. to 368. K. See also Jones, 1960 and Cox and Pilcher, 1970.; AC |
88.2 | 357. | N/A | Bradley and Cleasby, 1953 | See also De Wit, Van Miltenburg, et al., 1983.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
14.790 | 406.5 | N/A | Della Gatta and Ferro, 1987 | DH |
13.900 | 405.8 | N/A | Kozyro, Dalidovich, et al., 1986, 2 | DH |
14.500 | 406. | N/A | Gambino and Bros, 1988 | DH |
13.610 | 405.8 | N/A | Vogel and Schuberth, 1980, 2 | DH |
14.6 | 407.2 | DSC | Rai and Rai, 1999 | AC |
13.6 | 405.2 | DSC | Jamróz, Palczewska-Tulinska, et al., 1998 | AC |
14.6 | 406.7 | DSC | Rai and Rai, 1998 | AC |
15.03 | 407.9 | DSC | Ferloni and Gatta, 1995 | AC |
12.93 | 408.1 | N/A | Kabo, Miroshnichenko, et al., 1990, 2 | AC |
13.9 | 405.8 | N/A | Kozyro, Dalidovich, et al., 1986 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
36.4 | 406.5 | Della Gatta and Ferro, 1987 | DH |
34.25 | 405.8 | Kozyro, Dalidovich, et al., 1986, 2 | DH |
35.7 | 406. | Gambino and Bros, 1988 | DH |
33.54 | 405.8 | Vogel and Schuberth, 1980, 2 | 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.
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]
Kozyro, Dalidovich, et al., 1986
Kozyro, A.A.; Dalidovich, S.V.; Krausulin, A.P.,
Zh. Prikl. Khim. (S.-Peterburg), 1986, 59, 1456. [all data]
Vogel and Schuberth, 1980
Vogel, L.; Schuberth, H.,
Some physicochemical data of urea near the melting point<,
Chem. Tech. (Leipzig), 1980, 32, 143. [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]
De Wit, Van Miltenburg, et al., 1983
De Wit, H.G.M.; Van Miltenburg, J.C.; De Kruif, C.G.,
Thermodynamic properties of molecular organic crystals containing nitrogen, oxygen, and sulphur 1. Vapour pressures and enthalpies of sublimation,
The Journal of Chemical Thermodynamics, 1983, 15, 7, 651-663, https://doi.org/10.1016/0021-9614(83)90079-4
. [all data]
Suzuki, Onishi, et al., 1956
Suzuki, K.; Onishi, S.; Koide, T.; Seki, S.,
Vapor pressures of molecular crystals. XI. Vapor pressures of crystalline urea and diformylhydrazine. Energies of hydrogen bonds in these crystals,
Bull. Chem. Soc. Jpn., 1956, 29, 127. [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]
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]
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]
Trimble and Voorhoeve, 1978
Trimble, L.E.; Voorhoeve, R.J.H.,
Continuous colorimetric monitoring of vapour-phase urea and cyanates,
Analyst, 1978, 103, 1228, 759, https://doi.org/10.1039/an9780300759
. [all data]
Suzuki, Onishi, et al., 1956, 2
Suzuki, Keisuke; Onishi, Shun-ichi; Koide, Tsutomu; Seki, Syuzo,
Vapor Pressures of Molecular Crystals. XI. Vapor Pressures of Crystalline Urea and Diformylhydrazine. Energies of Hydrogen Bonds in these Crystals,
Bull. Chem. Soc. Jpn., 1956, 29, 1, 127-131, https://doi.org/10.1246/bcsj.29.127
. [all data]
Jones, 1960
Jones, A.H.,
Sublimation Pressure Data for Organic Compounds.,
J. Chem. Eng. Data, 1960, 5, 2, 196-200, https://doi.org/10.1021/je60006a019
. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [all data]
Bradley and Cleasby, 1953
Bradley, R.S.; Cleasby, T.G.,
346. The vapour pressure and lattice energy of hydrogen-bonded crystals. Part I. Oxamide, oxamic acid, and rubeanic acid,
J. Chem. Soc., 1953, 1681, https://doi.org/10.1039/jr9530001681
. [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]
Kozyro, Dalidovich, et al., 1986, 2
Kozyro, A.A.; Dalidovich, S.V.; Krasulin, A.P.,
Heat capacity, enthalpy of fusion, and thermodynamic properties of urea,
Zhur. Prikl. Khim. (Leningrad), 1986, 59, 1456-1459. [all data]
Gambino and Bros, 1988
Gambino, M.; Bros, J.P.,
Capacite calorifique de l'uree et de quelques melanges eutectiques a base d'uree entre 30 et 140°C,
Thermochim. Acta, 1988, 127, 223-236. [all data]
Vogel and Schuberth, 1980, 2
Vogel, L.; Schuberth, H.,
Some physicochemical data of urea near the melting point,
Chem. Tech. (Leipzig), 1980, 32, 143-144. [all data]
Rai and Rai, 1999
Rai, U.S.; Rai, R.N.,
Some Physicochemical Studies on Organic Eutectics and Molecular Complex: Urea -- p-nitrophenol System,
J. Mater. Res., 1999, 14, 04, 1299-1305, https://doi.org/10.1557/JMR.1999.0177
. [all data]
Jamróz, Palczewska-Tulinska, et al., 1998
Jamróz, Malgorzata E.; Palczewska-Tulinska, Marcela; Wyrzykowska-Stankiewicz, Danuta; Szafranski, Andrzej M.; Polaczek, Jerzy; Dobrowolski, Jan Cz.; Jamróz, Michal H.; Mazurek, Aleksander P.,
The urea--phenol(s) systems,
Fluid Phase Equilibria, 1998, 152, 2, 307-326, https://doi.org/10.1016/S0378-3812(98)90206-0
. [all data]
Rai and Rai, 1998
Rai, U.S.; Rai, R.N.,
Journal of Thermal Analysis and Calorimetry, 1998, 53, 3, 883-893, https://doi.org/10.1023/A:1010190402954
. [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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