ジベンゾ[a,h]アントラセン

外観

わずかにうすい黄色～緑黄色, 結晶

溶解性

水、メタノール又はエタノール(99.5)にほとんど溶けない。

用途

発癌物質研究用。

用途

クレオソート油中に含有され、クレオソート油は家庭用木材防腐剤及び木材防虫剤に使用される

用途

環境(大気)分析用標準品。

使用上の注意

取り扱う場合は眼鏡、手袋、マスク等の保護具を着用して下さい。

説明

1, 2:5, 6-DIBENZANTHRACENE is a crystalline aromatic hydrocarbon. It is a component of coal tars, shale oils, and soots (IARC, 1985) and has been detected in gasoline engine exhaust, coke oven emissions, cigarette smoke, charcoal broiled meats, vegetation near heavily traveled roads, and surface water and soils near hazardous waste sites. It is a kind of carcinogenic compound, and thus being mainly used for the research purpose. For example, in biological research, it is a mutagen used to induce tumorigenesis.

化学的特性

Dibenz[a,h]anthracene is a white crystalline solid. It is insoluble in water, slightly soluble in alcohol, and soluble in ether. This compound is incompatible with strong oxidizers.

物理的性質

Colorless to pale yellow, monoclinic or orthorhombic crystals which with a faint, pleasant odor.

使用

Dibenz[a,h]anthracene is a polycyclic aromatic hydrocarbon (PAH) and a known carcinogen. Dibenz[a,h]anthracene has produced positive results in bacterial DNA damage and mutagenicity assays and in mammalian cell DNA damage, mutagenicity and cell transformation assays.

調製方法

There is no commercial production or known use of this compound. It has been isolated from the coal tar pitch and is found in coke over effluents. It has been detected in urban atmospheres and occurs in tobacco smoke. Dibenz [a,h]anthracene is present as a minor component of the total PAH content in the environment. Human exposure occurs through smoking, inhaling of polluted air, and by ingesting food and water containing combustion products.

一般的な説明

White crystals or pale yellow solid. Sublimes.

空気と水の反応

Insoluble in water.

反応プロフィール

1,2:5,6-DIBENZANTHRACENE is incompatible with strong oxidizing agents. Is oxidized by chromic acid and by osmium tetraoxide .

健康ハザード

The toxicity of dibenz[a,h]anthracene is onthe same order as that of benz[a]anthracene.A lethal dose in mice by intravenous routeis 10 mg/kg. There is no report on its oraltoxicity. It is a mutagen. Its carcinogenicityin animals is well established, causing cancersin the lungs, liver, kidney, and skin.

火災危険

Flash point data for 1,2:5,6-DIBENZANTHRACENE are not available; however, 1,2:5,6-DIBENZANTHRACENE is probably combustible.

安全性プロファイル

Confirmed carcinogen with experimental carcinogenic, tumorigenic, and neoplastigenic data. Poison by intravenous route. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

職業ばく露

Dibenz(a,h)anthracene is a chemical substance formed during the incomplete burning of fossil fuel, garbage, or any organic matter and is found in smoke in general; it condenses on dust particles and is distributed into water and soil and on crops. DB(a,h)A is a PAH and is also a component of coal tar pitch, which is used in industry as a binder for electrodes, and creosote is used to preserve wood. PAHs are also found in limited amounts in bituminous materials and asphalt used in industry and for paving.

発がん性

Based on no human data and sufficient data from animal assays, IRIS classifies dibenz [a,h]anthracene as a B2 carcinogen, a probable human carcinogen, and the IARC classifies dibenz[a,h]anthracene as a 2A carcinogen. Dibenz[a,h]anthracene produced carcinomas in mice following oral or dermal administration and injection site tumors in several species following s.c. or i.m. injection. It is also a tumor initiator.

輸送方法

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

純化方法

The yellow-green colour (due to other pentacyclic impurities) is removed from it by crystallising from *benzene or by selective oxidation with lead tetraacetate in acetic acid [Moriconi et al. J Am Chem Soc 82 3441 1960]. [Beilstein 5 IV 2722.]

不和合性

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explo- sions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, and epoxides.

廃棄物の処理

See the entry on Coal Tar Pitch Volatiles. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/ mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal.

参考文献

https://pubchem.ncbi.nlm.nih.gov/compound/Dibenz_a_h_anthracene#section=Top
Heidelberger, Charles, and H. B. Jones. "The Distribution of Radioactivity in the Mouse Following Administration of Dibenzanthracene Labeled in the 9 and 10 Positions with Carbon Fourteen." Cancer1.2(2010):252.
https://rais.ornl.gov/tox/profiles/dibenz_a_h_anthracene_c_V1.html