ジベンゾフラン 化学特性,用途語,生産方法
外観
白色～褐色, 結晶～結晶性粉末
溶解性
水に不溶, エタノール, エーテルに可溶。エタノール及びアセトンに溶けやすく、水にほとんど溶けない。
解説
C12H8O(168.20)．ジベンゾフランは，ジフェニレンオキシドともいう．コールタールのフルオレン留分中にわずかに含まれる．2,2′-ジヒドロキシビフェニルの脱水により定量的に得られる．融点83～87 ℃，沸点287 ℃．d20 1.0886．水に不溶，エタノール，エーテルに可溶．還元によりビフェニルを，アルカリと融解することにより2,2′-ビフェニルジオールを生じる．染料中間体や，殺虫·殺菌剤，有機薬品などの合成原料として有用である．森北出版「化学辞典（第2版）
用途
有機合成原料。
説明
Dioxins and furans, two well-known environmental pollutants,
are extremely toxic to humans and many other species. Dibenzofurans
are released into the air from combustion sources,
and are listed as pollutants of concern due to its persistence
in the environment, potential to bioaccumulate, and toxicity
to humans and the environment. These compounds, when
adsorbed on soils or other substrates, are highly persistent
under normal environmental conditions. The Office of Environmental
Health Hazard Assessment reviews risk assessments
submitted under the Air Toxics ‘Hot Spots’ Program (AB 2588)
in which chlorinated dibenzo-p-dioxins and dibenzofurans are
listed. Chlorinated dibenzofurans were calculated as total
2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) equivalents in the
AB 2588 risk assessments. Dibenzofuran is cited in the Clean Air
Act 1990 Amendments – Hazardous Air Pollutants as a volatile
hazardous air pollutant of potential concern. The Superfund
Amendment Reauthorization Act Section 110 placed dibenzofuran
on the revised Agency for Toxic Substances and Disease
Registry priority list of hazardous substances to be the subject
of a toxicological profile. Dibenzofuran is also listed in the
Massachusetts Substance List for Right to Know Law, the New
Jersey Department of Health Hazard Right to Know Program
Hazardous Substance List, the Pennsylvania Department
of Labor and Industry Hazardous Substance List, and the
California’s Air Toxics ‘Hot Spots’ List (Assembly Bill 2588).
化学的特性
Dibenzofuran is a white crystalline powder.
物理的性質
Colorless crystals having a creosote-like odor. The least detectable odor threshold concentration in
water at 60 °C was 2 μg/L (Alexander et al., 1982).
使用
Dibenzofuran is an industrial chemical or by-product, and is
used as an insecticide, in the production of PVC, industrial
bleaching and incineration.
定義
ChEBI: A mancude organic heterotricyclic parent that consists of a furan ring flanked by two benzene rings ortho-fused across the 2,3- and 4,5-positions.
一般的な説明
Colorless white crystalline solid.
空気と水の反応
Insoluble in water.
反応プロフィール
Dibenzofuran is sensitive to prolonged exposure to light .
火災危険
Flash point data for Dibenzofuran are not available. Dibenzofuran is probably combustible.
職業ばく露
This material is used as an insecticide
and in organic synthesis to make other chemicals. It is
derived from coal tar creosote.
環境運命予測
Biological. Dibenzofuran was oxidized by salicylate-induced cells of Pseudomonas sp. strain
9816/11 and isopropyl-β-D-thiogalactopyranoside-induced cells of Escherichia coli JM109(DE3)
(pDTG141) to (1R,2S)-cis-1,2-dihydroxy-1,2-dihydrodibenzofuran (60–70% yield) and (3S,4R)-
cis-3,4-dihydroxy-3,4-dihydrodibenzofuran (30–40% yield) (Resnick and Gibson, 1996).
Soil. The estimated half-lives of dibenzofuran in soil under aerobic and anaerobic conditions
were 7 to 28 and 28 to 112 d, respectively (Lee et al., 1984).
Groundwater. Based on aerobic acclimated and unacclimated groundwater die away test data,
the estimated half-life of dibenzofuran in groundwater ranged from 8.54 to 34.9 d (Lee et al.,
1984).
Photolytic. The estimated half-life for the reaction of dibenzofuran with OH radicals in the
atmosphere ranged from 1.9 to 19 h (Atkinson, 1987).
Chemical/Physical. It was suggested that the chlorination of dibenzofuran in tap water
accounted for the presence of chlorodibenzofuran (Shiraishi et al., 1985).
Dibenzofuran will not hydrolyze because it has no hydrolyzable functional group (Kollig,
1995).
輸送方法
UN3077 Environmentally hazardous substances,
solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous
hazardous material, Technical Name Required.
純化方法
Dissolve dibenzofuran in diethyl ether, then shake it with two portions of aqueous NaOH (2M), wash it with water, separate and dry (MgSO4) it. After evaporating the ether, dibenzofuran is crystallised from aqueous 80% EtOH and then dried under vacuum. [Cass et al. J Chem Soc 1406 1958.] High purity material is obtained by zone refining. [Beilstein 17 V 234.]
不和合性
This material is used as an insecticide
and in organic synthesis to make other chemicals. It is
derived from coal tar creosote.
廃棄物の処理
In accordance with
40CFR165, follow recommendations for the disposal of
pesticides and pesticide containers. Must be disposed prop-
erly by following package label directions or by contacting
your local or federal environmental control agency, or by
contacting your regional EPA office.
ジベンゾフラン 上流と下流の製品情報
原材料
準備製品
2-フェニルフェノール
5,5'-ジクロロ-3,3'-ジニトロビフェニル-2,2'-ジオール
Phosphine, 4-dibenzofuranyldiphenyl-
Dibenzofuran, 1,2,3,4-tetrahydro-
4,6-Bis(diphenylphosphino) dibenzofuran, 98%
2-ブロモ-8-ヨードジベンゾフラン
Boronic acid, B-(6-phenyl-4-dibenzofuranyl)-
3-ニトロジベンゾフラン
ドデカヒドロジベンゾフラン (異性体混合物)
2,8-ジブロモジベンゾフラン