Methylal

Formula: C₃H₈O₂
Molecular weight: 76.0944
IUPAC Standard InChI: InChI=1S/C3H8O2/c1-4-3-5-2/h3H2,1-2H3
IUPAC Standard InChIKey: NKDDWNXOKDWJAK-UHFFFAOYSA-N
CAS Registry Number: 109-87-5
Chemical structure:
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Other names: Methane, dimethoxy-; Dimethyl formal; Anesthenyl; Dimethoxymethane; Formal; Formaldehyde dimethyl acetal; Methoxymethyl methyl ether; Methylene dimethyl ether; Methylene glycol dimethylether; (CH3O)2CH2; Methylenedioxydimethane; Metylal; UN 1234; Formaldehyde methyl ketal; 2,4-Dioxapentane; Dimethylacetal formaldehyde; Bis(methoxy)methane
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Gas phase ion energetics data

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Data compiled as indicated in comments:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

Ionization energy determinations

IE (eV)	Method	Reference	Comment
9.7	PE	Zverev, Villem, et al., 1982	LBLHLM
10.00 ± 0.05	PI	Watanabe, Nakayama, et al., 1962	RDSH
10.42	PE	Zverev, Villem, et al., 1982	Vertical value; LBLHLM
10.20	PE	Kimura, Katsumata, et al., 1981	Vertical value; LLK
10.29	PE	Jorgensen, 1981	Vertical value; LLK

Appearance energy determinations

Ion	AE (eV)	Other Products	Method	Reference	Comment
C₂H₅O⁺	10.69 ± 0.05	CH₃O	EI	Holmes and Lossing, 1984	LBLHLM
C₂H₅O⁺	11.1	CH₃O	EI	Harrison, Ivko, et al., 1966	RDSH
C₃H₇O₂⁺	10.38 ± 0.03	H	EI	Martin, Lampe, et al., 1966	RDSH

References

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Zverev, Villem, et al., 1982
Zverev, V.V.; Villem, Ya.Ya.; Villem, N.V.; Klimovitskii, E.N.; Arbuzov, B.A., Photoelectron spectra and intramolecular interactions of dimethoxymethane and 4,7-dihydro-1,3-dioxepin, J. Gen. Chem. USSR, 1982, 52, 1674, In original 1888. [all data]

Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J., Ionization potentials of some molecules, J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]

Kimura, Katsumata, et al., 1981
Kimura, K.; Katsumata, S.; Achiba, Y.; Yamazaki, T.; Iwata, S., Ionization energies, Ab initio assignments, and valence electronic structure for 200 molecules in Handbook of HeI Photoelectron Spectra of Fundamental Organic Compounds, Japan Scientific Soc. Press, Tokyo, 1981. [all data]

Jorgensen, 1981
Jorgensen, F.S., Photoelectron spectrum and molecular orbital (MNDO and PRDDO) study of dimethoxymethane, J. Chem. Res. Synop., 1981, 212. [all data]

Holmes and Lossing, 1984
Holmes, J.L.; Lossing, F.P., Heats of formation of organic radicals from appearance energies, Int. J. Mass Spectrom. Ion Processes, 1984, 58, 113. [all data]

Harrison, Ivko, et al., 1966
Harrison, A.G.; Ivko, A.; Van Raalte, D., Energetics of formation of some oxygenated ions and the proton affinities of carbonyl compounds, Can. J. Chem., 1966, 44, 1625. [all data]

Martin, Lampe, et al., 1966
Martin, R.H.; Lampe, F.W.; Taft, R.W., An electron-impact study of ionization and dissociation in methoxy- and halogen- substituted methanes, J. Am. Chem. Soc., 1966, 88, 1353. [all data]

Notes

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Symbols used in this document:

AE Appearance energy
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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