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Nitroethylene

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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 by: Robert L. Brown and Stephen E. Stein

Quantity Value Units Method Reference Comment
Tboil371.7KN/AWeast and Grasselli, 1989 

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 by: John E. Bartmess

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

C2H2NO2- + Hydrogen cation = Nitroethylene

By formula: C2H2NO2- + H+ = C2H3NO2

Quantity Value Units Method Reference Comment
Deltar1515. ± 19.kJ/molEIAEShiga, Yamaoka, et al., 1972gas phase; From CH2=CHNO2
Deltar<1563.1kJ/molG+TSBartmess, 1980gas phase
Quantity Value Units Method Reference Comment
Deltar1483. ± 22.kJ/molH-TSShiga, Yamaoka, et al., 1972gas phase; From CH2=CHNO2
Deltar<1531.3kJ/molIMRBBartmess, 1980gas phase

(CAS Reg. No. 25590-58-3 bullet 4294967295Nitroethylene) + Nitroethylene = CAS Reg. No. 25590-58-3

By formula: (CAS Reg. No. 25590-58-3 bullet 4294967295C2H3NO2) + C2H3NO2 = CAS Reg. No. 25590-58-3

Quantity Value Units Method Reference Comment
Deltar326. ± 13.kJ/molN/ABartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

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:
B - John E. Bartmess
LL - Sharon G. Lias and Joel F. Liebman

Electron affinity determinations

EA (eV) Method Reference Comment
>1.64784IMRBBartmess, 1980Computations indicate HOF(A-) ca. -10, EA ca. 19 kcal/mol; B

Ionization energy determinations

IE (eV) Method Reference Comment
11.0ESTTakhistov and Ponomarev, 1994LL
10.85PEPasa-Tolic, Klasine, et al., 1990LL

De-protonation reactions

C2H2NO2- + Hydrogen cation = Nitroethylene

By formula: C2H2NO2- + H+ = C2H3NO2

Quantity Value Units Method Reference Comment
Deltar1515. ± 19.kJ/molEIAEShiga, Yamaoka, et al., 1972gas phase; From CH2=CHNO2; B
Deltar<1563.1kJ/molG+TSBartmess, 1980gas phase; B
Quantity Value Units Method Reference Comment
Deltar1483. ± 22.kJ/molH-TSShiga, Yamaoka, et al., 1972gas phase; From CH2=CHNO2; B
Deltar<1531.3kJ/molIMRBBartmess, 1980gas phase; B

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]

Shiga, Yamaoka, et al., 1972
Shiga, T.; Yamaoka, H.; Arakawa, K.; Suguira, T., A negative ion-molecule reaction in nitroethylene, Bull. Chem. Soc. Jpn., 1972, 45, 2065. [all data]

Bartmess, 1980
Bartmess, J.E., Solvent effects on ion-molecule reactions. Vinyl anions vs. conjugate addition, J. Am. Chem. Soc., 1980, 102, 2483. [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]

Takhistov and Ponomarev, 1994
Takhistov, V.V.; Ponomarev, D.A., Isodesmic reactions and thermochemistry of ions, Org. Mass Spectrom., 1994, 29, 395. [all data]

Pasa-Tolic, Klasine, et al., 1990
Pasa-Tolic, L.; Klasine, L.; McGlynn, S.P., The HeI PE spectrum and electronic structure of nitroethene, Chem. Phys. Lett., 1990, 170, 113. [all data]


Notes

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