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Methylacrylonitrile

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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
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Electron affinity determinations

EA (eV) Method Reference Comment
0.006288EFDDesfrancois, Abdoul-Carime, et al., 1994EA: 6.3 meV. Dipole-bound state.; B

Ionization energy determinations

IE (eV) Method Reference Comment
10.34PEWillett and Baer, 1980LLK
10.37 ± 0.02PEKoenig, Snell, et al., 1976Vertical value; LLK
10.37 ± 0.05PEHouk and Munchausen, 1976Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CH2N+12.05?PIWillett and Baer, 1980LLK
C2H3+13.20?PIWillett and Baer, 1980LLK
C2H3N+11.65C2H2EISakurai and Jennings, 1981LLK
C2H3N+11.65?PIWillett and Baer, 1980LLK
C3H2N+12.20?PIWillett and Baer, 1980LLK
C3H3+12.30?PIWillett and Baer, 1980LLK
C3H4+11.75?PIWillett and Baer, 1980LLK
C4H4N+12.55HPIWillett and Baer, 1980LLK

De-protonation reactions

C4H4N- + Hydrogen cation = Methylacrylonitrile

By formula: C4H4N- + H+ = C4H5N

Quantity Value Units Method Reference Comment
Deltar1551. ± 8.8kJ/molG+TSBartmess and Burnham, 1984gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Deltar1523. ± 8.4kJ/molIMREBartmess and Burnham, 1984gas phase; value altered from reference due to change in acidity scale; B

References

Go To: Top, 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.

Desfrancois, Abdoul-Carime, et al., 1994
Desfrancois, C.; Abdoul-Carime, H.; Khelifa, N.; Schermann, J.P., Fork 1/r to 1/r2 Potentials: Electron Exchange between Rydberg Atoms and Polar Molecules, Phys. Rev. Lett., 1994, 73, 18, 2436, https://doi.org/10.1103/PhysRevLett.73.2436 . [all data]

Willett and Baer, 1980
Willett, G.D.; Baer, T., Thermochemistry and dissociation dynamics of state-selected C4H4X ions. 3. C4H5N+, J. Am. Chem. Soc., 1980, 102, 6774. [all data]

Koenig, Snell, et al., 1976
Koenig, T.; Snell, W.; Chang, J.C., The He(I) photoelectron spectra of benzyl and «alpha»-cyanoisopropyl radicals, Tetrahedron Lett., 1976, 50, 4569. [all data]

Houk and Munchausen, 1976
Houk, K.N.; Munchausen, L.L., Ionization potentials, electron affinities, reactivities of cyanoalkenes related electron-deficient alkenes. A frontier molecular orbital treatment of cyanoalkene reactivities in cycloaddition, electrophilic, nucleophilic, and radical reactions., J. Am. Chem. Soc., 1976, 98, 937. [all data]

Sakurai and Jennings, 1981
Sakurai, H.; Jennings, K.R., A study of the structures of decomposing and non-decomposing [C4H5N]+ ions formed from different neutral species, Org. Mass Spectrom., 1981, 16, 393. [all data]

Bartmess and Burnham, 1984
Bartmess, J.E.; Burnham, R., Effect of central substituents on the gas phase acidities of propenes, J. Org. Chem., 1984, 49, 1382. [all data]


Notes

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