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Methane, diazo-


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
Deltafgas51.3kcal/molKinLaufer and Okabe, 1971Heat of formation at 0 K
Deltafgas49.3 ± 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

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Individual Reactions

CHN2- + Hydrogen cation = Methane, diazo-

By formula: CHN2- + H+ = CH2N2

Quantity Value Units Method Reference Comment
Deltar371.4 ± 2.2kcal/molG+TSClifford, Wenthold, et al., 1998gas phase; Lit values of DfH(H2CNN) range from 71 (78BEN) to 51 ( Laufer and Okabe, 1972). Here we use the computational ( Dixon, de Jong, et al., 2005) agreeing with G3MP2B3
Quantity Value Units Method Reference Comment
Deltar364.1 ± 2.0kcal/molIMREClifford, Wenthold, et al., 1998gas phase; Lit values of DfH(H2CNN) range from 71 (78BEN) to 51 ( Laufer and Okabe, 1972). Here we use the computational ( Dixon, de Jong, et al., 2005) agreeing with G3MP2B3
Deltar365.0 ± 4.0kcal/molIMRBDePuy, Van Doren, et al., 1989gas phase; Near HF, between H2O2 & acetone. G2 calculations( Gordon and Kass, 1997) give «DELTA»Hf(CH2N2)=63.1 kcal/mol

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

View reactions leading to CH2N2+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)8.999 ± 0.001eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)205.3kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity197.6kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
9.00PEBastide and Maier, 1976LLK
8.999 ± 0.001SMerer, 1964RDSH
9.03 ± 0.05EIPaulett and Ettinger, 1963, 2RDSH
9.2 ± 0.3EIBerkowitz and Wexler, 1962RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CHN2+14.8 ± 0.1HEIPaulett and Ettinger, 1963, 2RDSH
CH2+12.3 ± 0.1N2EIPaulett and Ettinger, 1963, 2RDSH

De-protonation reactions

CHN2- + Hydrogen cation = Methane, diazo-

By formula: CHN2- + H+ = CH2N2

Quantity Value Units Method Reference Comment
Deltar371.4 ± 2.2kcal/molG+TSClifford, Wenthold, et al., 1998gas phase; Lit values of DfH(H2CNN) range from 71 (78BEN) to 51 ( Laufer and Okabe, 1972). Here we use the computational ( Dixon, de Jong, et al., 2005) agreeing with G3MP2B3; B
Quantity Value Units Method Reference Comment
Deltar364.1 ± 2.0kcal/molIMREClifford, Wenthold, et al., 1998gas phase; Lit values of DfH(H2CNN) range from 71 (78BEN) to 51 ( Laufer and Okabe, 1972). Here we use the computational ( Dixon, de Jong, et al., 2005) agreeing with G3MP2B3; B
Deltar365.0 ± 4.0kcal/molIMRBDePuy, Van Doren, et al., 1989gas phase; Near HF, between H2O2 & acetone. G2 calculations( Gordon and Kass, 1997) give «DELTA»Hf(CH2N2)=63.1 kcal/mol; B

Mass spectrum (electron ionization)

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
NIST MS number 57

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UV/Visible spectrum

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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: Victor Talrose, Alexander N. Yermakov, Alexy A. Usov, Antonina A. Goncharova, Axlexander N. Leskin, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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UVVis spectrum
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Source Brinton and Volman, 1951
Owner INEP CP RAS, NIST OSRD
Collection (C) 2007 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS
Source reference RAS UV No. 9226
Instrument Bausch and Lomb large litlrow spectrograph
Melting point - 145
Boiling point - 23

References

Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, Notes

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

Laufer and Okabe, 1971
Laufer, A.H.; Okabe, H., Heat of formation and bond dissociation energy of diazomethane by a photodissociation method, J. Am. Chem. Soc., 1971, 93, 4137-7140. [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]

Clifford, Wenthold, et al., 1998
Clifford, E.P.; Wenthold, P.G.; Lineberger, W.C.; Peterssom, G.A.; Broaddus, K.M.; Kass, S.R.; Kato, S., Properties of Diazocarbene [CNN] and the diazomethyl Radical [HCNN] via Ion Chemistry and Spectroscopy, J. Phys. Chem. A, 1998, 102, 36, 7100, https://doi.org/10.1021/jp9802735 . [all data]

Laufer and Okabe, 1972
Laufer, A.H.; Okabe, H., J. Phys. Chem., 1972, 76, 3504. [all data]

Dixon, de Jong, et al., 2005
Dixon, D.A.; de Jong, W.A.; Peterson, K.A.; McMahon, T.B., Methyl cation affinities of rare gases and nitrogen and the heat of formation of diazomethane, J. Phys. Chem. A, 2005, 109, 18, 4073-4080, https://doi.org/10.1021/jp044561e . [all data]

DePuy, Van Doren, et al., 1989
DePuy, C.H.; Van Doren, J.M.; Gronert, S.; Kass, S.R.; Motell, E.L.; Ellison, G.B.; Bierbaum, V.M., Gas-Phase Negative-Ion Chemistry of Diazomethane, J. Org. Chem., 1989, 54, 8, 1846, https://doi.org/10.1021/jo00269a020 . [all data]

Gordon and Kass, 1997
Gordon, M.S.; Kass, S.R., CHN2-: A biradical anion and a potentially new type of reactive intermediate (vol 99, pg 6548, 1995), J. Phys. Chem. A, 1997, 101, 42, 7922-7922, https://doi.org/10.1021/jp972321b . [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]

Bastide and Maier, 1976
Bastide, J.; Maier, J.P., Electronic states of the radical cations of the 1,3-dipoles: HCNO, CH2N2, and N3H, studied by photoelectron spectroscopy, Chem. Phys., 1976, 12, 177. [all data]

Merer, 1964
Merer, A.J., The vacuum ultraviolet absorption spectrum of diazomethane, Can. J. Phys., 1964, 42, 1242. [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]

Berkowitz and Wexler, 1962
Berkowitz, J.; Wexler, S., On the ionization potential of the CH2 radical, J. Chem. Phys., 1962, 37, 1476. [all data]

Brinton and Volman, 1951
Brinton, R.K.; Volman, D.H., J. Chem. Phys., 1951, 19, 1394. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, References