Menadione
- Formula: C11H8O2
- Molecular weight: 172.1800
- IUPAC Standard InChI: InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3
- IUPAC Standard InChIKey: MJVAVZPDRWSRRC-UHFFFAOYSA-N
- CAS Registry Number: 58-27-5
- 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: 1,4-Naphthalenedione, 2-methyl-; 1,4-Naphthoquinone, 2-methyl-; Aquakay; Aquinone; Hemodal; K-Thrombyl; K-Vitan; Kaergona; Kanone; Kappaxan; Kappaxin; Karcon; Kareon; Kativ-G; Kayklot; Kaykot; Kayquinone; Kipca; Kipca-Oil Soluble; Klottone; Koaxin; Kolklot; Menadion; Menaphthon; Menaphthone; Menaquinone; Mitenon; Mitenone; MNQ; Panosine; Prokayvit; Synkay; Thyloquinone; Vitamin K2(0); Vitamin K3; 2-Methyl-1,4-Naphthalenedione; 2-Methyl-1,4-naphthoquinone; 2-Methylnaphthoquinone; 3-Methyl-1,4-naphthoquinone; Juva-K; Menaphtone; Menaquinone O; USAF EK-5185; 2-Methyl-1,4-naphthochinon; 2-Methyl-1,4-naftochinon; 2-Methyl-1,4-naphthalendione; NSC 4170; Menaphthene; Kaynone; Vitamin K0
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Gas phase ion energetics data
Go To: Top, References, Notes
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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
B - John E. Bartmess
Electron affinity determinations
| EA (eV) | Method | Reference | Comment |
|---|---|---|---|
| 1.765 ± 0.061 | IMRE | Heinis, Chowdhury, et al., 1988 | ΔGea(423 K) = -38.5 kcal/mol; ΔSea(estimated) = -4.0 eu; B |
| 1.752 ± 0.048 | IMRE | Fukuda and McIver, 1985 | ΔGea(355 K) = -39.0 kcal/mol; ΔSea =-4.0, est. from data in Heinis, Chowdhury, et al., 1988; B |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.3 | PE | Redchenko, Freimanis, et al., 1980 | LLK |
| 9.46 | PE | Redchenko, Freimanis, et al., 1980 | Vertical value; LLK |
| 9.51 | PE | Dougherty, Younathan, et al., 1978 | Vertical value; LLK |
References
Go To: Top, 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.
Heinis, Chowdhury, et al., 1988
Heinis, T.; Chowdhury, S.; Scott, S.L.; Kebarle, P.,
Electron Affinities of Benzo-, Naphtho-, and Anthraquinones Determined from Gas-Phase Equilibria Measurements,
J. Am. Chem. Soc., 1988, 110, 2, 400, https://doi.org/10.1021/ja00210a015
. [all data]
Fukuda and McIver, 1985
Fukuda, E.K.; McIver, R.T., Jr.,
Relative electron affinities of substituted benzophenones, nitrobenzenes, and quinones. [Anchored to EA(SO2) from 74CEL/BEN],
J. Am. Chem. Soc., 1985, 107, 2291. [all data]
Redchenko, Freimanis, et al., 1980
Redchenko, V.V.; Freimanis, Y.F.; Dregeris, Y.Y.,
Photoelectron Spectroscopy of 2,3-Disubtituted naphthoquinones,
J. Gen. Chem. USSR, 1980, 50, 1507, In original 1847. [all data]
Dougherty, Younathan, et al., 1978
Dougherty, D.; Younathan, E.S.; Voll, R.; Abdulnur, S.; McGlynn, S.P.,
Photoelectron spectroscopy of some biological molecules,
J. Electron Spectrosc. Relat. Phenom., 1978, 13, 379. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
EA Electron affinity - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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