Benzanthrone

Benzanthrone
Names
	Preferred IUPAC name 7H-Benzo[de]anthracen-7-one
	Other names Benzanthrenone; 1,9-Benzanthrone; MS-Benzanthrone; Mesobenzanthrone; Naphtanthrone; 7H-Benz(de)anthracene-7-one; 7-Oxobenz(de)anthracene
Identifiers
CAS Number	82-05-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:93350;
ChEMBL	ChEMBL1607517 ;
ChemSpider	6442 ;
ECHA InfoCard	100.001.268
EC Number	201-393-3;
PubChem CID	6697;
UNII	LP5P3RR8QN;
UN number	2811
CompTox Dashboard (EPA)	DTXSID8052566 ;
	InChI InChI=1S/C17H10O/c18-17-14-8-2-1-7-12(14)13-9-3-5-11-6-4-10-15(17)16(11)13/h1-10H Key: HUKPVYBUJRAUAG-UHFFFAOYSA-N ; InChI=1/C17H10O/c18-17-14-8-2-1-7-12(14)13-9-3-5-11-6-4-10-15(17)16(11)13/h1-10H Key: HUKPVYBUJRAUAG-UHFFFAOYAL;
	SMILES O=C3c4c(c2cccc1cccc3c12)cccc4;
Properties
Chemical formula	C17H10O
Molar mass	230.266 g·mol−1
Appearance	Light yellow to brown-green solid
Melting point	170 °C (338 °F; 443 K)
Solubility in water	Insoluble
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Benzanthrone (BZA) is a polycyclic aromatic hydrocarbon. It is a yellow solid.^[1] Its derivatives are used as a dyestuff intermediate for anthraquinone-based dyes.^[2] Dehydrogenative coupling gives violanthrone. It is prepared by reduction of anthroquinone to anthrone followed by alkylation with a mixture of glycerol and sulfuric acid.

It is a basic substance with fluorescent and luminescent properties. It can be used for photosensitization, and as a charge transport material. It is also used in pyrotechnics industry, mainly as a component of some older formulations of green and yellow colored smokes, often together with Vat Yellow 4; its US military specification is MIL-D-50074D.^[3]

Safety

Benzanthrone causes itching and burning sensations on exposed skin, together with erythema, dermatitis, and skin pigmentation.^[4]

References

^ Macleod, L. C.; Allen, C. F. H. (1934). "Benzanthrone". Organic Syntheses. 14: 4. doi:10.15227/orgsyn.014.0004.
^ Bien, H.-S.; Stawitz, J.; Wunderlich, K. (2005). "Anthraquinone Dyes and Intermediates". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_355. ISBN 978-3527306732.
^ Benzanthrone. National Academies Press (US). 1999.
^ "Appendix A: Benzanthrone". Toxicity of Military Smokes and Obscurants. Vol. 3. 1999.

External links

National Pollutant Inventory - Polycyclic Aromatic Hydrocarbon Fact Sheet

[1] Macleod, L. C.; Allen, C. F. H. (1934). "Benzanthrone". Organic Syntheses. 14: 4. doi:10.15227/orgsyn.014.0004.

[UllmannDye-2] Bien, H.-S.; Stawitz, J.; Wunderlich, K. (2005). "Anthraquinone Dyes and Intermediates". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_355. ISBN 978-3527306732.

[3] Benzanthrone. National Academies Press (US). 1999.

[4] "Appendix A: Benzanthrone". Toxicity of Military Smokes and Obscurants. Vol. 3. 1999.

[1]

[2]

[3]

[4]

Safety

See also

References

External links