Ethane, nitro-

• Formula: C₂H₅NO₂
• Molecular weight: 75.0666
• IUPAC Standard InChI: InChI=1S/C2H5NO2/c1-2-3(4)5/h2H2,1H3 Copy

  
• IUPAC Standard InChIKey: MCSAJNNLRCFZED-UHFFFAOYSA-N Copy
• CAS Registry Number: 79-24-3
• 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: Nitroethane; C2H5NO2; Nitroetan; UN 2842; NE; Nitroparaffin
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Condensed phase thermochemistry data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Phase change data
  • Henry's Law data
  • Ion clustering data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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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

Constant pressure heat capacity of liquid

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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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

C₂H₄NO₂^- +  =

By formula: C₂H₄NO₂^- + H⁺ = C₂H₅NO₂

CAS Reg. No. 34533-65-8 + 2 = C₆H₁₅N₃O₆^-

By formula: CAS Reg. No. 34533-65-8 + 2C₂H₅NO₂ = C₆H₁₅N₃O₆^-

 +  = C₂H₅N₂O₄^-

By formula: NO₂^- + C₂H₅NO₂ = C₂H₅N₂O₄^-

C₂H₅N₂O₄^- + 2 = C₄H₁₀N₃O₆^-

By formula: C₂H₅N₂O₄^- + 2C₂H₅NO₂ = C₄H₁₀N₃O₆^-

C₄H₁₀N₃O₆^- + 3 = C₆H₁₅N₄O₈^-

By formula: C₄H₁₀N₃O₆^- + 3C₂H₅NO₂ = C₆H₁₅N₄O₈^-

C₆H₁₅N₄O₈^- + 4 = C₈H₂₀N₅O₁₀^-

By formula: C₆H₁₅N₄O₈^- + 4C₂H₅NO₂ = C₈H₂₀N₅O₁₀^-

C₆H₁₅N₃O₆^- + 3 = C₈H₂₀N₄O₈^-

By formula: C₆H₁₅N₃O₆^- + 3C₂H₅NO₂ = C₈H₂₀N₄O₈^-

C₈H₂₀N₄O₈^- + 4 = C₁₀H₂₅N₅O₁₀^-

By formula: C₈H₂₀N₄O₈^- + 4C₂H₅NO₂ = C₁₀H₂₅N₅O₁₀^-

C₄H₁₀N₂O₆^- + 2 = C₆H₁₅N₃O₈^-

By formula: C₄H₁₀N₂O₆^- + 2C₂H₅NO₂ = C₆H₁₅N₃O₈^-

C₆H₁₅N₃O₈^- + 3 = C₈H₂₀N₄O₁₀^-

By formula: C₆H₁₅N₃O₈^- + 3C₂H₅NO₂ = C₈H₂₀N₄O₁₀^-

C₈H₂₀N₄O₁₀^- + 4 = C₁₀H₂₅N₅O₁₂^-

By formula: C₈H₂₀N₄O₁₀^- + 4C₂H₅NO₂ = C₁₀H₂₅N₅O₁₂^-

C₄H₈N₂O₄^- + 2 = C₆H₁₃N₃O₆^-

By formula: C₄H₈N₂O₄^- + 2C₂H₅NO₂ = C₆H₁₃N₃O₆^-

C₄H₉N₂O₄^- + 2 = C₆H₁₄N₃O₆^-

By formula: C₄H₉N₂O₄^- + 2C₂H₅NO₂ = C₆H₁₄N₃O₆^-

C₂H₃NO₂^- +  = C₄H₈N₂O₄^-

By formula: C₂H₃NO₂^- + C₂H₅NO₂ = C₄H₈N₂O₄^-

C₂H₄NO₂^- +  = C₄H₉N₂O₄^-

By formula: C₂H₄NO₂^- + C₂H₅NO₂ = C₄H₉N₂O₄^-

C₂H₆NO₂⁺ +  = (C₂H₆NO₂⁺ • )

By formula: C₂H₆NO₂⁺ + C₂H₅NO₂ = (C₂H₆NO₂⁺ • C₂H₅NO₂)

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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
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

Appearance energy determinations

De-protonation reactions

C₂H₄NO₂^- +  =

By formula: C₂H₄NO₂^- + H⁺ = C₂H₅NO₂

References

Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Notes

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

Lebedeva and Ryadenko, 1973
Lebedeva, N.D.; Ryadenko, V.L.R., Enthalpies of formation of nitroalkanes, Russ. J. Phys. Chem. (Engl. Transl.), 1973, 47, 1382. [all data]

Cass, Fletcher, et al., 1958
Cass, R.C.; Fletcher, S.E.; Mortimer, C.T.; Quincey, P.G.; Springall, H.D., Heats of combustion and molecular structure. Part IV. Aliphatic nitroalkanes and nitric esters, J. Chem. Soc., 1958, 958-962. [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]

Holcomb and Dorsey, 1949
Holcomb, D.E.; Dorsey, C.L., Jr., Thermodynamic properties of nitroparaffins, Ind. Eng. Chem., 1949, 41, 2788-2792. [all data]

Liu and Ziegler, 1966
Liu, K.F.; Ziegler, W.T., Heat capacity from 80° to 300°K., melting point and heat of fusion of nitroethane, J. Chem. Eng. Data, 1966, 11, 187-189. [all data]

Bartmess, Scott, et al., 1979
Bartmess, J.E.; Scott, J.A.; McIver, R.T., Jr., The gas phase acidity scale from methanol to phenol, J. Am. Chem. Soc., 1979, 101, 6047. [all data]

Cumming and Kebarle, 1978
Cumming, J.B.; Kebarle, P., Summary of gas phase measurements involving acids AH. Entropy changes in proton transfer reactions involving negative ions. Bond dissociation energies D(A-H) and electron affinities EA(A), Can. J. Chem., 1978, 56, 1. [all data]

Wincel, 2004
Wincel, H., Gas-phase clustering reactions of NO2-, C2H3NO2-, C2H4NO2-C2H5NO2- and C2H5NO4- with C2H5NO2, Int. J. Mass Spectrom., 2004, 232, 2, 185-194, https://doi.org/10.1016/j.ijms.2004.01.003 . [all data]

Meot-Ner, Hunter, et al., 1979
Meot-Ner, (Mautner); Hunter, E.P.; Field, F.H., Ion Thermochemistry of Low Volatility Compounds in the Gas Phase. I. Intrinsic Basicities of Alpha - Amino Acids, J. Am. Chem. Soc., 1979, 101, 3, 686, https://doi.org/10.1021/ja00497a034 . [all data]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Dewar, Shanshal, et al., 1969
Dewar, M.J.S.; Shanshal, M.; Worley, S.D., Calculated and observed ionization potentials gf nitroalkanes and of nitrous and nitric acids and esters. Extension of the MINDO method to nitrogen-oxygen compounds, J. Am. Chem. Soc., 1969, 91, 3590. [all data]

Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J., Ionization potentials of some molecules, J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]

Kimura, Katsumata, et al., 1981
Kimura, K.; Katsumata, S.; Achiba, Y.; Yamazaki, T.; Iwata, S., Ionization energies, Ab initio assignments, and valence electronic structure for 200 molecules in Handbook of HeI Photoelectron Spectra of Fundamental Organic Compounds, Japan Scientific Soc. Press, Tokyo, 1981. [all data]

Tsuda and Hamill, 1966
Tsuda, S.; Hamill, W.H., Ionization efficiency measurements by the retarding potential difference method, Advan. Mass Spectrom., 1966, 3, 249. [all data]

Solka and Russell, 1974
Solka, B.H.; Russell, M.E., Energetics of formation of some structural isomers of gaseous C₂H₅O⁺ C₂H₆N⁺ ions, J. Phys. Chem., 1974, 78, 1268. [all data]

Notes

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• Symbols used in this document:
  

  AE	Appearance energy
  Cp,liquid	Constant pressure heat capacity of liquid
  IE (evaluated)	Recommended ionization energy
  ΔcH°liquid	Enthalpy of combustion of liquid at standard conditions
  ΔfH°liquid	Enthalpy of formation of liquid at standard conditions
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions

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