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Ethanol, 2,2'-oxybis-

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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
Deltafliquid-628.5 ± 2.4kJ/molCcbMoureu and Dode, 1937Reanalyzed by Cox and Pilcher, 1970, Original value = -628.0 kJ/mol; ALS
Quantity Value Units Method Reference Comment
Deltacliquid-2374.7 ± 2.4kJ/molCcbMoureu and Dode, 1937Reanalyzed by Cox and Pilcher, 1970, Original value = -2376. kJ/mol; Corresponding «DELTA»fliquid = -628.52 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-2372.9kJ/molCcbRinkenbach, 1927Corresponding «DELTA»fliquid = -630.3 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
243.9298.Zaripov, 1982T = 298, 323, 363 K.; DH
287.0298.Stephens and Tamplin, 1979T = 273 to 513 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:
BS - Robert L. Brown and Stephen E. Stein
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

Quantity Value Units Method Reference Comment
Tboil519. ± 3.KAVGN/AAverage of 7 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus265.35KN/AAnonymous, 1968TRC
Tfus265.4KN/AAnonymous, 1958Uncertainty assigned by TRC = 0.6 K; TRC
Tfus263.05KN/AGallaugher and Hibbert, 1936Uncertainty assigned by TRC = 0.5 K; TRC
Tfus262.80KN/ARinkenbach, 1927, 2Uncertainty assigned by TRC = 0.1 K; TRC
Quantity Value Units Method Reference Comment
Tc753.KN/ANikitin, Pavlov, et al., 1995Uncertainty assigned by TRC = 4. K; TRC
Tc723.5KN/AAnselme and Teja, 1990Uncertainty assigned by TRC = 50. K; Tc > 723.5 K, which was observed with decomposition; TRC
Tc680.KN/AStephens and Tamplin, 1979, 2Uncertainty assigned by TRC = 20. K; TC data from Union Carbide Corp.; TRC
Quantity Value Units Method Reference Comment
Pc47.70barN/ANikitin, Pavlov, et al., 1995Uncertainty assigned by TRC = 0.50 bar; TRC

Reduced pressure boiling point

Tboil (K) Pressure (bar) Reference Comment
406.20.019Weast and Grasselli, 1989BS

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Method Reference Comment
66.5413.TGAAl-Najjar and Al-Sammerrai, 2007Based on data from 373. - 453. K.; AC
66.9 ± 0.3420.EBSteele, Chirico, et al., 2002Based on data from 410. - 539. K.; AC
63.1 ± 0.3460.EBSteele, Chirico, et al., 2002Based on data from 410. - 539. K.; AC
59.2 ± 0.3500.EBSteele, Chirico, et al., 2002Based on data from 410. - 539. K.; AC
55.1 ± 0.5540.EBSteele, Chirico, et al., 2002Based on data from 410. - 539. K.; AC
59.8379.AStephenson and Malanowski, 1987Based on data from 364. - 518. K.; AC
66.8427.N/AAmbrose and Hall, 1981Based on data from 412. - 513. K. See also Boublik, Fried, et al., 1984.; AC
57.3 ± 5.9273.VGallaugher and Hibbert, 1937Reanalyzed by Pedley, Naylor, et al., 1986, Original value = 52.30 kJ/mol; ALS
66.57523.VRinkenbach, 1927ALS
69.2418.N/ARinkenbach, 1927, 3Based on data from 403. - 513. K. See also Boublik, Fried, et al., 1984.; AC

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:


Reaction thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Henry's Law data, IR Spectrum, Mass spectrum (electron ionization), 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

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

Ethanol, 2,2'-oxybis- + Nitric acid = Ethanol, 2-(2-hydroxyethoxy)-, 1-nitrate + Water

By formula: C4H10O3 + HNO3 = C4H9NO5 + H2O

Quantity Value Units Method Reference Comment
Deltar-8.8kJ/molCmTsvetkov, Sopin, et al., 1986liquid phase

Henry's Law 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: Rolf Sander

Henry's Law constant (water solution)

kH(T) = H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
H = Henry's law constant for solubility in water at 298.15 K (mol/kg*bar)
d(ln(kH))/d(1/T) = Temperature dependence constant (K)

H (mol/kg*bar) d(ln(kH))/d(1/T) (K) Method Reference Comment
2.0×10+9 EN/AValue obtained by missing citation using the group contribution method.

IR Spectrum

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Mass spectrum (electron ionization), References, Notes

Data compiled by: Coblentz Society, Inc.

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


Mass spectrum (electron ionization)

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, IR Spectrum, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Additional Data

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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 NIST Mass Spectrometry Data Center, 1998.
NIST MS number 291492

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, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law 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.

Moureu and Dode, 1937
Moureu, H.; Dode, M., Chaleurs de formation de l'oxyde d'ethylene, de l'ethanediol et de quelques homologues, Bull. Soc. Chim. France, 1937, 4, 637-647. [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]

Rinkenbach, 1927
Rinkenbach, Wm.H., Properties of Diethylene Glycol, Ind. Eng. Chem., 1927, 19, 474-475. [all data]

Zaripov, 1982
Zaripov, Z.I., Experimental study of the isobaric heat capacity of liquid organic compounds with molecular weights of up to 4000 a.e.m., 1982, Teplomassoobmen Teplofiz. [all data]

Stephens and Tamplin, 1979
Stephens, M.A.; Tamplin, W.S., Saturated liquid specific heats of ethylene glycol homologues, J. Chem. Eng. Data, 1979, 24, 81-82. [all data]

Anonymous, 1968
Anonymous, X., Chemicals and Plastics Physical Properties, 1968, Union Carbide Corp., product bulletin, 1968. [all data]

Anonymous, 1958
Anonymous, R., , Am. Pet. Inst. Res. Proj. 45, Ohio State Univ., 1958. [all data]

Gallaugher and Hibbert, 1936
Gallaugher, A.F.; Hibbert, H., Studies on reactions relating to carbohydrates and polysaccharides: xlix molecular weight, molar refraction, freezing point and other properties of the polyethylene glycols and their derivatives, J. Am. Chem. Soc., 1936, 58, 813. [all data]

Rinkenbach, 1927, 2
Rinkenbach, W.H., Properties of Diethylene Glycol, Ind. Eng. Chem., 1927, 19, 475-6. [all data]

Nikitin, Pavlov, et al., 1995
Nikitin, E.D.; Pavlov, P.A.; Popov, A.P., (Gas + liquid) critical temperatures and pressures of polyethene glycols for HOCH2CH2OH to H(OCH2CH2)v.apprxeq.13.2OH, J. Chem. Thermodyn., 1995, 27, 43-51. [all data]

Anselme and Teja, 1990
Anselme, M.J.; Teja, A.S., The critical properties of rapidly reacting substances, AIChE Symp. Ser., 1990, 86, 279, 128-32. [all data]

Stephens and Tamplin, 1979, 2
Stephens, M.A.; Tamplin, W.S., Saturated Liquid SPecific Heats of Ethylene GLycol Homologues, J. Chem. Eng. Data, 1979, 24, 81-2. [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]

Al-Najjar and Al-Sammerrai, 2007
Al-Najjar, Hazim; Al-Sammerrai, Dhoaib, Thermogravimetric determination of the heat of vaporization of some highly polar solvents, J. Chem. Technol. Biotechnol., 2007, 37, 3, 145-152, https://doi.org/10.1002/jctb.280370302 . [all data]

Steele, Chirico, et al., 2002
Steele, W.V.; Chirico, R.D.; Cowell, A.B.; Knipmeyer, S.E.; Nguyen, A., Thermodynamic Properties and Ideal-Gas Enthalpies of Formation for Methyl Benzoate, Ethyl Benzoate, ( R )-(+)-Limonene, tert -Amyl Methyl Ether, trans -Crotonaldehyde, and Diethylene Glycol, J. Chem. Eng. Data, 2002, 47, 4, 667-688, https://doi.org/10.1021/je0100847 . [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]

Ambrose and Hall, 1981
Ambrose, D.; Hall, D.J., Thermodynamic properties of organic oxygen compounds L. The vapour pressures of 1,2-ethanediol (ethylene glycol) and bis(2-hydroxyethyl) ether (diethylene glycol), The Journal of Chemical Thermodynamics, 1981, 13, 1, 61-66, https://doi.org/10.1016/S0021-9614(81)80009-2 . [all data]

Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E., The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]

Gallaugher and Hibbert, 1937
Gallaugher, A.F.; Hibbert, H., Studies on reactions relating to carbohydrates and polysaccharides. LV. Vapor pressures of the polyethylene glycols and their derivatives, J. Am. Chem. Soc., 1937, 59, 2521-2525. [all data]

Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P., Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]

Rinkenbach, 1927, 3
Rinkenbach, Wm.H., Properties of Diethylene Glycol 1, Ind. Eng. Chem., 1927, 19, 4, 474-476, https://doi.org/10.1021/ie50208a017 . [all data]

Tsvetkov, Sopin, et al., 1986
Tsvetkov, V.G.; Sopin, V.P.; Tsvetkova, L.Ya.; Marchenko, G.N., Enthalpy of reaction of nitric acid with some organic compounds, J. Gen. Chem. USSR, 1986, 56, 471-474. [all data]


Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, IR Spectrum, Mass spectrum (electron ionization), References