Benzanthrone

Reported in EPA TSCA Inventory.

The Benzanthrone with CAS registry number of 82-05-3 is also known as Benz(de)anthracen-7-one. The IUPAC name is Benzo[a]phenalen-7-one. It belongs to product categories of Intermediates of Dyes and Pigments. Its EINECS registry number is 201-393-3. In addition, the formula is C₁₇H₁₀O and the molecular weight is 230.26. Besides. it is used as dye intermediate.

Physical properties about Benzanthrone are: (1)ACD/LogP: 4.81; (2)ACD/LogD (pH 5.5):; (3)4.81  ACD/LogD (pH 7.4): 4.81; (4)ACD/BCF (pH 5.5): 2667.48; (5)ACD/BCF (pH 7.4): 2667.48; (6)ACD/KOC (pH 5.5): 9862.76; (7)ACD/KOC (pH 7.4): 9862.76; (8)#H bond acceptors: 1; (9)Index of Refraction: 1.734; (10)Molar Refractivity: 71.76 cm³; (11)Molar Volume: 178.9 cm³; (12)Surface Tension: 58.3 dyne/cm; (13)Density: 1.286 g/cm³; (14)Flash Point: 196.1 °C; (15)Enthalpy of Vaporization: 69.26 kJ/mol; (16)Boiling Point: 436.2 °C at 760 mmHg; (17)Vapour Pressure: 8.27E-08 mmHg at 25 °C.

Preparation of Benzanthrone: it is prepared by reaction of anthracenequinone with glycerol. Firstly, anthracenequinone is reducted with iron to generate hydroxy-anthrone. Meanwhile, glycerol reacts with concentrated sulfuric acid to get acrolein. Secondly, hydroxy anthraquinone is mixed with acrolein with the presence of sulfuric acid to form new ring. At last, product is obtained by oxidation with sulfuric acid.

Uses of Benzanthrone: it is used to produce 3-nitro-benz[de]anthracen-7-one. The reaction needs reagent 88% nitric acid and solvent nitrobenzene at the temperature of 50 °C for 3 hours. The yield is about 74.6%.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC4=C3C(=CC=C4)C2=O
2. 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
3. InChIKey: HUKPVYBUJRAUAG-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	290mg/kg (290mg/kg)		Russian Pharmacology and Toxicology Vol. 40, Pg. 137, 1977.
rat	LD50	intraperitoneal	1500mg/kg (1500mg/kg)		Russian Pharmacology and Toxicology Vol. 40, Pg. 137, 1977.