Nitric acid, ethyl ester

• Formula: C₂H₅NO₃
• Molecular weight: 91.0660
• IUPAC Standard InChI: InChI=1S/C2H5NO3/c1-2-6-3(4)5/h2H2,1H3 Copy

  
• IUPAC Standard InChIKey: IDNUEBSJWINEMI-UHFFFAOYSA-N Copy
• CAS Registry Number: 625-58-1
• 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: Ethyl nitrate; C2H5ONO2; Nitric ether; Ethylester kyseliny dusicne; NA 1993
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Phase change data
  • Reaction thermochemistry data
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Henry's Law data
  • Gas phase ion energetics data
  • Ion clustering data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
• Data at other public NIST sites:
  • Computational Chemistry Comparison and Benchmark Database
  • Gas Phase Kinetics Database
• Options:
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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
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

Enthalpy of vaporization

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Enthalpy of fusion

Entropy of fusion

Reaction 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:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
ALS - 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

 +  = ( • )

By formula: NO₂^- + C₂H₅NO₃ = (NO₂^- • C₂H₅NO₃)

( • ) +  = ( •  • )

By formula: (NO₂^- • O₂S) + C₂H₅NO₃ = (NO₂^- • C₂H₅NO₃ • O₂S)

( • 2) +  = ( • 3)

By formula: (NO₂^- • 2C₂H₅NO₃) + C₂H₅NO₃ = (NO₂^- • 3C₂H₅NO₃)

( • ) +  = ( • 2)

By formula: (NO₂^- • C₂H₅NO₃) + C₂H₅NO₃ = (NO₂^- • 2C₂H₅NO₃)

( • ) +  = ( • 2)

By formula: (NO₃^- • C₂H₅NO₃) + C₂H₅NO₃ = (NO₃^- • 2C₂H₅NO₃)

 +  = ( • )

By formula: NO₃^- + C₂H₅NO₃ = (NO₃^- • C₂H₅NO₃)

 +  =  + 

By formula: C₂H₆O + HNO₃ = C₂H₅NO₃ + H₂O

References

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

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]

Lecat, 1947
Lecat, M., Orthobaric Azeotropes of Sulfides, Bull. Cl. Sci., Acad. R. Belg., 1947, 33, 160-82. [all data]

Lecat, 1927
Lecat, M., New binary azeotropes: 6th list, Ann. Soc. Sci. Bruxelles, Ser. B, 1927, 47, 63-71. [all data]

Timmermans and Mattaar, 1921
Timmermans, J.; Mattaar, J.F., Freezing points of orgainic substances VI. New experimental determinations., Bull. Soc. Chim. Belg., 1921, 30, 213. [all data]

Perkin, 1889
Perkin, W.H., The Magneto Rotatory Power of Nitrogne Compounds. also of Hydrochloric Hydrobromic and Hydroioidic Acids and of some of the Salts of Ammonia and the Compound Ammonias, J. Chem. Soc., 1889, 55, 680. [all data]

Gray and Smith, 1954
Gray, P.; Smith, P.L., Low-temperature calorimetry and the thermodynamic properties of ethyl nitrate, J. Chem. Soc., 1954, 1954, 769-73. [all data]

Gray and Pratt, 1957
Gray, P.; Pratt, M.W.T., The latent heats of vaporization of the alkyl nitrates, J. Chem. Soc., 1957, 2163-21. [all data]

Gray, Pratt, et al., 1956
Gray, P.; Pratt, M.W.T.; Larkin, M.J., 39. The latent heat of vaporization and the thermochemistry of ethyl nitrate, J. Chem. Soc., 1956, 210-212. [all data]

Gray and Smith, 1954, 2
Gray, P.; Smith, P.L., Low-temperature calorimetry and the thermodynamic properties of ethyl nitrate, J. Chem. Soc., 1954, 769-773. [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]

Dykyj, 1970
Dykyj, J., Petrochemica, 1970, 10, 2, 51. [all data]

Gray and Pratt, 1957, 2
Gray, Peter; Pratt, M.W.T., 414. The latent heats of vaporization of the alkyl nitrates, J. Chem. Soc., 1957, 2163, https://doi.org/10.1039/jr9570002163 . [all data]

Gray, Pratt, et al., 1956, 2
Gray, Peter; Pratt, M.W.T.; Larkin, M.J., 39. The latent heat of vaporization and the thermochemistry of ethyl nitrate, J. Chem. Soc., 1956, 210, https://doi.org/10.1039/jr9560000210 . [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]

Wlodek, Luczynski, et al., 1983
Wlodek, S.; Luczynski, Z.; Wincel, H., Gas - Phase Solvation of NO2- and NO3- by Ethyl Nitrate, Int. J. Mass Spectrom. Ion Phys., 1983, 52, 2-3, 149, https://doi.org/10.1016/0020-7381(83)85036-0 . [all data]

Keesee, Lee, et al., 1980
Keesee, R.G.; Lee, N.; Castleman, A.W., Jr., Properties of clusters in the gas phase: V. Complexes of neutral molecules onto negative ions, J. Chem. Phys., 1980, 73, 2195. [all data]

Wlodek, Luczynski, et al., 1983, 2
Wlodek, S.; Luczynski, Z.; Wincel, H., Gas phase complexes of NO₂^- and NO₃^- with SO₂, Int. J. Mass Spectrom. Ion Processes, 1983, 49, 301. [all data]

Rubtsov, 1986
Rubtsov, Yu.I., Thermodynamic calculation of equilibrium in nitration of alcohols, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1986, 19-22. [all data]

Notes

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• Symbols used in this document:
  

  Tboil	Boiling point
  Tfus	Fusion (melting) point
  Ttriple	Triple point temperature
  ΔfusH	Enthalpy of fusion
  ΔfusS	Entropy of fusion
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions
  ΔvapH	Enthalpy of vaporization
  ΔvapH°	Enthalpy of vaporization at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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