Urea, methyl-

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Gas 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfgas-56.33 ± 0.20kcal/molCcbKozyro, Kabo, et al., 1993 
Δfgas-55.80 ± 0.24kcal/molCcbKabo, Miroshnichenko, et al., 1990see Simirsky, Kabo, et al., 1987 and Simirskii, Kabo, et al., 1986

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
Δfsolid-79.54 ± 0.18kcal/molCcbKabo, Miroshnichenko, et al., 1990see Simirsky, Kabo, et al., 1987 and Simirskii, Kabo, et al., 1986; ALS
Δfsolid-78.33 ± 0.34kcal/molCcbFinch and Smith, 1983ALS
Quantity Value Units Method Reference Comment
Δcsolid-313.51 ± 0.16kcal/molCcbKabo, Miroshnichenko, et al., 1990see Simirsky, Kabo, et al., 1987 and Simirskii, Kabo, et al., 1986; ALS
Δcsolid-314.71 ± 0.33kcal/molCcbFinch and Smith, 1983ALS
Quantity Value Units Method Reference Comment
solid,1 bar32.988cal/mol*KN/AKozyro, Kabo, et al., 1993DH

Constant pressure heat capacity of solid

Cp,solid (cal/mol*K) Temperature (K) Reference Comment
27.424298.15Kozyro, Kabo, et al., 1993T = 5 to 350 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:
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
Tfus373.8KN/ADellaGatta and Ferro, 1987Uncertainty assigned by TRC = 0.5 K; TRC
Tfus375.3KN/AZordan, Hurkot, et al., 1972Uncertainty assigned by TRC = 0.1 K; TRC
Quantity Value Units Method Reference Comment
Ttriple375.0KN/AFerloni and DellaGatta, 1995Uncertainty assigned by TRC = 0.2 K; TRC
Ttriple378.KN/AKabo, Miroshnichenko, et al., 1990, 2Uncertainty assigned by TRC = 0.00001 K; TRC
Quantity Value Units Method Reference Comment
Δsub22.8 ± 0.1kcal/molGSEmel'yanenko, Kabo, et al., 2006Based on data from 331. to 365. K.; AC
Δsub23.21 ± 0.096kcal/molCKozyro, Kabo, et al., 1993crystal phase; ALS
Δsub23.2 ± 0.1kcal/molN/AKozyro, Kabo, et al., 1993AC

Enthalpy of sublimation

ΔsubH (kcal/mol) Temperature (K) Method Reference Comment
22.880343.N/AKozyro, Kabo, et al., 1993DH
23.2 ± 0.29347.MEZaitsau, Kabo, et al., 2003Based on data from 322. to 371. K.; AC
23.1 ± 0.29350.MEZaitsau, Kabo, et al., 2003Based on data from 322. to 371. K.; AC
22.6 ± 0.2350.CZaitsau, Kabo, et al., 2003AC
22.56 ± 0.20343.CKozyro, Kabo, et al., 1993Hfusion=13.6±2.0 kJ/mol; ALS
22.6 ± 0.20343.CKozyro, Kabo, et al., 1993AC
23.7 ± 0.2337.CKabo, Miroshnichenko, et al., 1990see Simirsky, Kabo, et al., 1987 and Simirskii, Kabo, et al., 1986; ALS
22.7 ± 0.1337.CKabo, Miroshnichenko, et al., 1990AC
22.3 ± 0.29355.TEPiacente, Ferro, et al., 1990See also Ferro, Barone, et al., 1987.; AC
20.9348.N/AFerro, Barone, et al., 1987AC

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Method Reference Comment
3.7643373.8N/ADella Gatta and Ferro, 1987DH
2.99372.DSCHashimoto, Tajima, et al., 2005AC
3.97375.DSCFerloni and Gatta, 1995AC
3.360378.1N/AKabo, Miroshnichenko, et al., 1990AC

Entropy of fusion

ΔfusS (cal/mol*K) Temperature (K) Reference Comment
10.1373.8Della Gatta and Ferro, 1987DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Gas phase ion energetics 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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

Ionization energy determinations

IE (eV) Method Reference Comment
9.73 ± 0.05EIBaldwin, Kirkien-Konasiewicz, et al., 1966RDSH
9.66PEDougherty, Wittel, et al., 1976Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CH2NO+13.25?EILoudon and Webb, 1977LLK
CH4N+11.65?EILoudon and Webb, 1977LLK

IR Spectrum

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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 by: Coblentz Society, Inc.

Condensed Phase Spectrum

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IR spectrum
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Notice: Except where noted, spectra from this collection were measured on dispersive instruments, often in carefully selected solvents, and hence may differ in detail from measurements on FTIR instruments or in other chemical environments. More information on the manner in which spectra in this collection were collected can be found here.

Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.

Additional Data

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Owner COBLENTZ SOC.
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin WYANDOTTE CHEMICALS CORP.
Source reference COBLENTZ NO. 05868
Date Not specified, most likely prior to 1970
Name(s) N-methylurea
State SOLID (OIL MULL)
Instrument BAIRD (GRATING)
Instrument parameters NaCl PRISM
Path length CAPILLARY
Resolution 2
Sampling procedure TRANSMISSION
Data processing DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY
Melting point 98-100 C

This IR spectrum is from the Coblentz Society's evaluated infrared reference spectra collection.


Mass spectrum (electron ionization)

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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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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Due to licensing restrictions, this spectrum cannot be downloaded.

Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Japan AIST/NIMC Database- Spectrum MS-NW-1722
NIST MS number 229392

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

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]

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]

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]

Finch and Smith, 1983
Finch, A.; Smith, A.E., The standard enthalpy of formation of methylurea, Thermochim. Acta, 1983, 66, 387-389. [all data]

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, 2
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]

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]

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]

Baldwin, Kirkien-Konasiewicz, et al., 1966
Baldwin, M.; Kirkien-Konasiewicz, A.; Loudon, A.G.; Maccoll, A.; Smith, D., Localised or delocalised charges in molecule-ions?, Chem. Commun., 1966, 574. [all data]

Dougherty, Wittel, et al., 1976
Dougherty, D.; Wittel, K.; Meeks, J.; McGlynn, S.P., Photoelectron spectroscopy of carbonyls. Ureas, uracils, and thymine, J. Am. Chem. Soc., 1976, 98, 3815. [all data]

Loudon and Webb, 1977
Loudon, A.G.; Webb, K.S., The nature of the [C2H6N]+ and [CH4N]+ ions formed by electron impact on methylated formamides, acetamides, ureas, thioureas and hexamethylphosphoramide, Org. Mass Spectrom., 1977, 12, 283. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), References