Acenaphthoquinone
![]() | |
![]() | |
Names | |
---|---|
Preferred IUPAC name
Acenaphthylene-1,2-dione | |
Other names
Acenaphthoquinone (no longer accepted even in general nomenclature[1])
Acenaphthenequinone 1,2-Acenaphthenequinone Acenaphthenedione 1,2-Acenaphthylenedione Acenaphthene-1,2-dione 1,2-Diketoacenaphthene | |
Identifiers | |
3D model (JSmol)
|
|
3DMet | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.001.311 ![]() |
EC Number |
|
KEGG | |
PubChem CID
|
|
UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C12H6O2 | |
Molar mass | 182.178 g·mol−1 |
Appearance | Purple-yellow crystals to brown powder |
Melting point | 257 to 261 °C (495 to 502 °F; 530 to 534 K) |
Insoluble (90.1 mg/l) | |
Hazards | |
Main hazards | Irritating |
GHS labelling: | |
![]() | |
Signal word
|
Warning |
H315, H319, H335 | |
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
NFPA 704 (fire diamond) | ![]()
2
0
0 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
![]() ![]() ![]() | |
Infobox references | |
Acenaphthoquinone is a quinone derived from acenaphthene. It is a water-insoluble yellow solid. It is a precursor to some agrichemicals and dyes.[2]
Preparation[]
The compound is prepared in the laboratory by oxidation of acenaphthene with potassium dichromate.[3] Commercially, oxidation is effected with peroxide. Over-oxidation gives naphthalenedicarboxylic anhydride.[2]
References[]
- ^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 724. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
- ^ a b Griesbaum, Karl; Behr, Arno; Biedenkapp, Dieter; Voges, Heinz-Werner; Garbe, Dorothea; Paetz, Christian; Collin, Gerd; Mayer, Dieter; Höke (2000). "Hydrocarbons". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a13_227.
- ^ Allen, C. F. H.; VanAllan, J. A. (1944). "Acenaphthenequinone". Org. Synth. 24: 1. doi:10.15227/orgsyn.024.0001.
External links[]
Categories:
- Quinones
- Polycyclic aromatic compounds
- Enones
- Aromatic compound stubs