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Cyclopropanecarbonitrile

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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 evaluated as indicated in comments:
HL - Edward P. Hunter and 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

Quantity Value Units Method Reference Comment
Proton affinity (review)808.2kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity777.5kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
10.25PEWillett and Baer, 1980LLK
11.2 ± 0.2EIKiser and Hobrock, 1962RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CH2N+11.50?PIWillett and Baer, 1980LLK
CN+19.5 ± 0.4?EIKiser and Hobrock, 1962RDSH
C2H3+12.65?PIWillett and Baer, 1980LLK
C2H3N+11.00C2H2EISakurai and Jennings, 1981LLK
C2H3N+11.00?PIWillett and Baer, 1980LLK
C3H2N+11.75?PIWillett and Baer, 1980LLK
C3H3+11.80?PIWillett and Baer, 1980LLK
C3H4+11.20?PIWillett and Baer, 1980LLK
C3H5+12.70 ± 0.15CNEIKiser and Hobrock, 1962RDSH
C4H4N+12.10HPIWillett and Baer, 1980LLK

De-protonation reactions

C4H4N- + Hydrogen cation = Cyclopropanecarbonitrile

By formula: C4H4N- + H+ = C4H5N

Quantity Value Units Method Reference Comment
Deltar1571. ± 9.2kJ/molG+TSBartmess, Scott, et al., 1979gas phase; Acid: cyanocyclopropane; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Deltar1539. ± 8.4kJ/molIMREBartmess, Scott, et al., 1979gas phase; Acid: cyanocyclopropane; 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.

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]

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]

Kiser and Hobrock, 1962
Kiser, R.W.; Hobrock, B.G., The ionization potentials of cyclopropyl radical and cyclopropyl cyanide, J. Phys. Chem., 1962, 66, 957. [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, 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]


Notes

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