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3H-Diazirine


Gas 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Deltafgas63.85kcal/molIonLaufer and Okabe, 197266>Hf-gas-(298) >61.7 kcal/mol
Deltafgas79.3 ± 2.3kcal/molIonPaulett and Ettinger, 1963Mass spectra

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

CHN2- + Hydrogen cation = 3H-Diazirine

By formula: CHN2- + H+ = CH2N2

Quantity Value Units Method Reference Comment
Deltar401.7 ± 3.1kcal/molG+TSKroeker and Kass, 1990gas phase; Between MeNH2, EtNH2. The expt dHf(diazirine) disagrees with numerous l calculations by -14 kcal/mol
Quantity Value Units Method Reference Comment
Deltar394.0 ± 3.0kcal/molIMRBKroeker and Kass, 1990gas phase; Between MeNH2, EtNH2. The expt dHf(diazirine) disagrees with numerous l calculations by -14 kcal/mol

N-diazirinide anion + Hydrogen cation = 3H-Diazirine

By formula: CH3N2- + H+ = CH2N2

Quantity Value Units Method Reference Comment
Deltar390.2 ± 3.1kcal/molG+TSBroadus and Kass, 1999gas phase; Betweeen D2O, fluorobenzene
Quantity Value Units Method Reference Comment
Deltar382.0 ± 3.0kcal/molIMRBBroadus and Kass, 1999gas phase; Betweeen D2O, fluorobenzene

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
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to CH2N2+ (ion structure unspecified)

Ionization energy determinations

IE (eV) Method Reference Comment
10.3PERobin, Brundle, et al., 1972LLK
10.18 ± 0.05EIPaulett and Ettinger, 1963, 2RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CHN2+14.2 ± 0.1HEIPaulett and Ettinger, 1963, 2RDSH
CH2+11.0 ± 0.1N2EIPaulett and Ettinger, 1963, 2RDSH

De-protonation reactions

CHN2- + Hydrogen cation = 3H-Diazirine

By formula: CHN2- + H+ = CH2N2

Quantity Value Units Method Reference Comment
Deltar401.7 ± 3.1kcal/molG+TSKroeker and Kass, 1990gas phase; Between MeNH2, EtNH2. The expt dHf(diazirine) disagrees with numerous l calculations by -14 kcal/mol; B
Quantity Value Units Method Reference Comment
Deltar394.0 ± 3.0kcal/molIMRBKroeker and Kass, 1990gas phase; Between MeNH2, EtNH2. The expt dHf(diazirine) disagrees with numerous l calculations by -14 kcal/mol; B

N-diazirinide anion + Hydrogen cation = 3H-Diazirine

By formula: CH3N2- + H+ = CH2N2

Quantity Value Units Method Reference Comment
Deltar390.2 ± 3.1kcal/molG+TSBroadus and Kass, 1999gas phase; Betweeen D2O, fluorobenzene; B
Quantity Value Units Method Reference Comment
Deltar382.0 ± 3.0kcal/molIMRBBroadus and Kass, 1999gas phase; Betweeen D2O, fluorobenzene; B

References

Go To: Top, Gas 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.

Laufer and Okabe, 1972
Laufer, A.H.; Okabe, H., Determination of the heat of formation of diazirine by photon impact, J. Phys. Chem., 1972, 76, 3504-3507. [all data]

Paulett and Ettinger, 1963
Paulett, G.S.; Ettinger, R., Mass spectra and appearance potentials of diazirine and diazomethane, J. Chem. Phys., 1963, 39, 825-827. [all data]

Kroeker and Kass, 1990
Kroeker, R.L.; Kass, S.R., Diazirinyl Anion: A Cyclic 4-pi Electron System, J. Am. Chem. Soc., 1990, 112, 24, 9024, https://doi.org/10.1021/ja00180a082 . [all data]

Broadus and Kass, 1999
Broadus, K.M.; Kass, S.R., Conjugate Base of a Cyclic Hydrazine: Formation and Energetics of N-Diaziridyl Anion, Int. J. Mass Spectrom., 1999, 185, 179, https://doi.org/10.1016/S1387-3806(98)14164-7 . [all data]

Robin, Brundle, et al., 1972
Robin, M.B.; Brundle, C.R.; Kuebler, N.A.; Ellison, G.B.; Wiberg, K.B., Photoelectron spectra of small rings. IV. The unsaturated three-membered rings, J. Chem. Phys., 1972, 57, 1758. [all data]

Paulett and Ettinger, 1963, 2
Paulett, G.S.; Ettinger, R., Mass spectra and appearance potentials of diazirine and diazomethane, J. Chem. Phys., 1963, 39, 825. [all data]


Notes

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