Chemistry:Acenaphthoquinone

Acenaphthoquinone

Names
Preferred IUPAC name Acenaphthylene-1,2-dione
Other names Acenaphthoquinone (no longer accepted even in general nomenclature) Acenaphthenequinone 1,2-Acenaphthenequinone Acenaphthenedione 1,2-Acenaphthylenedione Acenaphthene-1,2-dione 1,2-Diketoacenaphthene
Identifiers
CAS Number	82-86-0 Y
3D model (JSmol)	Interactive image
3DMet	B00505
ChEBI	CHEBI:15342 Y
ChEMBL	ChEMBL395653 Y
ChemSpider	6468 Y
EC Number	201-441-3
KEGG	C02807 Y
PubChem CID	6724
UNII	3950D6UEIQ Y
InChI InChI=1S/C12H6O2/c13-11-8-5-1-3-7-4-2-6-9(10(7)8)12(11)14/h1-6H Y Key: AFPRJLBZLPBTPZ-UHFFFAOYSA-N Y InChI=1/C12H6O2/c13-11-8-5-1-3-7-4-2-6-9(10(7)8)12(11)14/h1-6H Key: AFPRJLBZLPBTPZ-UHFFFAOYAC
SMILES O=C3c2cccc1cccc(c12)C3=O
Properties
Chemical formula	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)
Solubility in water	Insoluble (90.1 mg/L)
Hazards
Main hazards	Irritating
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H319, H335
GHS precautionary statements	P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
NFPA 704 (fire diamond)	0 2 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Tracking categories (test):

• SizeSet

Acenaphthoquinone is a quinone derived from acenaphthene. It is a water-insoluble yellow solid. It is a precursor to some agrichemicals and dyes.

Preparation

The compound is prepared in the laboratory by oxidation of acenaphthene with potassium dichromate. Commercially, oxidation is effected with peroxide. Over-oxidation gives naphthalenedicarboxylic anhydride.

External links

• National Pollutant Inventory - Polycyclic Aromatic Hydrocarbon Fact Sheet
• PAHs - including structural diagrams
• Entry at ChemicalLand21.com