ジベンゾフラン
ジベンゾフラン · ジフェニレンオキシド · ビフェニレンオキシド · ジベンゾフラン標準品 · ジベンゾフラン ジフェニレンオキシド · ジベンゾ[B,D]フラン · ジベンゾフラン, 98% · ｼﾞﾌｪﾆﾚﾝｵｷｻｲﾄﾞ
識別子と物理属性
| CAS No. | 132-64-9 |
|---|---|
| 分子式 | C12H8O |
| 平均分子量 | 168.19 g/mol |
| 単同位体質量 | 168.05751488 g/mol |
| SMILES | c1ccc2c(c1)oc1ccccc12 |
| InChIKey | TXCDCPKCNAJMEE-UHFFFAOYSA-N |
| PubChem CID | 568 |
| ChEMBL | CHEMBL277497 |
| ChEBI | CHEBI:28145 |
| EC No. | 205-071-3 |
| DTXSID | DTXSID2021993 |
| 現地名 | ジベンゾフラン |
化学・物理的性質
| XLogP | 4.1 |
|---|---|
| 極性表面積 | 13.1 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 0 |
| 重原子数 | 13 |
| 形式電荷 | 0 |
| 複雑度 | 170 |
| 物質分類 | Hazardous Air Pollutants (HAPs)Other Classes -> Benzofuran Derivatives |
| Polymers | Polycyclic aromatic compound |
| SpringerMaterials Properties | Angular frequency |
| 農薬 | Pesticide -> EPA IRIS |
| LogP（分配係数） | log Kow= 4.12 |
| 臭い | Weak, characteristic odor |
| 密度 | 1.0886 at 210 °F (NTP, 1992) - Denser than waterwill sink1.0886 @ 99 °C1.0866 @ 99°C1,3 g/cm3 |
| Color/Form | LEAF OR NEEDLES FROM ALCOHOLWHITE CRYSTALSCrystalline solid |
| 溶解度 | less than 1 mg/mL at 68 °F (NTP, 1992)Sol in alcohol and acetonevery soluble in etherReadily soluble in benzene and acetic acidIn water, 3.1 mg/l @ 25 °C水に不溶(<1 mg/mL)。非極性有機溶媒に可溶。<0.1 g/100 mL で 20 ºC |
| 沸点 | 549 °F at 760 mmHg (NTP, 1992)287 °C @ 760 mm Hg287 °C @760 [mm Hg]154-155 °C/20 mmHg (lit.) |
| 融点 | 187 to 189 °F (NTP, 1992)86.5 °C80-82 °C (lit.) |
| 蒸気密度 | 5.8 (NTP, 1992) - Heavier than airwill sink (Relative to Air)5.8 (Air= 1) |
| 蒸気圧 | 2.48 x 10-3 mmHg at 25 °C (Chirico et al., 1990) |
| 屈折率 | 1.6480 |
| 引火点 | 130 °C |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | Solid |
| 色 | White to Almost white |
| BRN | 121100 |
| ヘンリー定数 | 5.82 x 10-5 atmm3/mol at 25 °C (approximate - calculated from water solubility and vapor pressure) |
| 誘電率 | 3.0(100℃) |
| InChI | 1S/C12H8O/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H |
| InChIKey | TXCDCPKCNAJMEE-UHFFFAOYSA-N |
| SMILES | c1ccc2c(c1)oc3ccccc23 |
| CAS データベース | 132-64-9(CAS DataBase Reference) |
| NISTの化学物質情報 | Dibenzofuran(132-64-9) |
| EPAの化学物質情報 | Dibenzofuran (132-64-9) |
化学的特性
Dibenzofuran is a white crystalline powder.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 13.6% (3 of 22) of reports.H411 (81.8%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P273, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 22 reports by companies from 5 notifications to the ECHA C&L Inventory. |
|---|---|
| 規制情報 | Chemical: DibenzofuranHazard Traits - BioaccumulationEnvironmental PersistenceDibenzofuran: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| 輸送ラベル（DOT） | Class 9 |
| 火災危険 | Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992) |
| 健康有害性 | Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: |
| 有害性の概要 | Exposure to dibenzofuran may occur from inhalation of contaminated air, or ingesting contaminated drinking water or food. No information is available on the acute (short-term), chronic (long-term), reproductive, developmental, and carcinogenic effects of dibenzofuran in humans or animals. Health effects information is available on the polychlorinated dibenzofuranshowever, the U.S. Environmental Protection Agency (EPA) has noted that the biological activity of various chlorinated dibenzofurans varies greatly, thus, risk assessment by analogy to any of these more widely studied compounds would not be recommended. EPA has classified dibenzofuran as a Group D, not classifiable as to human carcinogenicity.Classified as a heterocyclic aromatic compoundNo animal or human data on carcinogenicity[HSDB] May cause irritation[MSDSonline] See POLYCYCLIC AROMATIC HYDROCARBONS. See CHLORINATED DIBENZOFURANS. |
| 反応性グループ | Ethers |
| Special Reports | Wilson SC, Jones KCEnviron Pollut 81 (3): 229-49 (1993). Bioremediation of soil contaminated with polynuclear aromatic hydrocarbons. |
用途
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).
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.
一般的な説明
Colorless white crystalline solid.
製法・合成法
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.]