Methane, diazo-

Formula: CH₂N₂
Molecular weight: 42.0400
IUPAC Standard InChI: InChI=1S/CH2N2/c1-3-2/h1H2
IUPAC Standard InChIKey: YXHKONLOYHBTNS-UHFFFAOYSA-N
CAS Registry Number: 334-88-3
Chemical structure:
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Other names: Azimethylene; Diazomethane; Acomethylene; Diazirine; Diazonium methylide
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Reaction thermochemistry data

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Individual Reactions

CHN₂^- + = Methane, diazo-

By formula: CHN₂^- + H⁺ = CH₂N₂

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	1554. ± 9.2	kJ/mol	G+TS	Clifford, Wenthold, et al., 1998	gas 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
Δ_rG°	1523. ± 8.4	kJ/mol	IMRE	Clifford, Wenthold, et al., 1998	gas 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
Δ_rG°	1527. ± 17.	kJ/mol	IMRB	DePuy, Van Doren, et al., 1989	gas phase; Near HF, between H2O2 & acetone. G2 calculations( Gordon and Kass, 1997) give ΔHf(CH2N2)=63.1 kcal/mol

References

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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]

Notes

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Symbols used in this document:

Δ_rG° Free energy of reaction at standard conditions

Δ_rH° Enthalpy of reaction at standard conditions
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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Δ_rG°	Free energy of reaction at standard conditions
Δ_rH°	Enthalpy of reaction at standard conditions