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:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Azimethylene; Diazomethane; Acomethylene; Diazirine; Diazonium methylide
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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 |
|---|---|---|---|---|---|
| ΔfH°gas | 51.3 | kcal/mol | Kin | Laufer and Okabe, 1971 | Heat of formation at 0 K |
| ΔfH°gas | 49.3 ± 2.3 | kcal/mol | Ion | Paulett and Ettinger, 1963 | Mass 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- + =
By formula: CHN2- + H+ = CH2N2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 371.4 ± 2.2 | kcal/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 |
| ΔrG° | 364.1 ± 2.0 | kcal/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 |
| ΔrG° | 365.0 ± 4.0 | kcal/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
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry 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, 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]
Notes
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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