アセナフテン
アセナフテン · 1,2-ジヒドロアセナフチレン · アセナフテン標準品 · アセナフテン STANDARD · アセナフテン/ 97+% · アセナフテン Standard, 100 µg/mL in MeOH · アセナフテン Standard, 5.0 mg/mL in MeOH · アセナフテン, 0.2 mg/mL in MeOH
識別子と物理属性
| CAS No. | 83-32-9 |
|---|---|
| 分子式 | C12H10 |
| 平均分子量 | 154.21 g/mol |
| 単同位体質量 | 154.07825032 g/mol |
| SMILES | c1cc2c3c(cccc3c1)CC2 |
| InChIKey | CWRYPZZKDGJXCA-UHFFFAOYSA-N |
| PubChem CID | 6734 |
| ChEMBL | CHEMBL1797271 |
| ChEBI | CHEBI:22154 |
| EC No. | 201-469-6 |
| DTXSID | DTXSID3021774 |
| 現地名 | アセナフテン |
化学・物理的性質
| XLogP | 3.9 |
|---|---|
| 極性表面積 | 0 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 0 |
| 回転可能結合数 | 0 |
| 重原子数 | 12 |
| 形式電荷 | 0 |
| 複雑度 | 155 |
| LogP（分配係数） | log Kow = 3.923.9/4.5 |
| 密度 | 1.024 at 210 °F (NTP, 1992) - Denser than waterwill sink1.222 g/cu cm at 20 °C1.2 g/cm³1.2 @25 °C1.06 |
| Color/Form | White needlesOrthorhombic bipyramidal needles from alcohol |
| 溶解度 | less than 1 mg/mL at 68 °F (NTP, 1992)In water, 3.90 mg/L at 25 °CIn water, 3.57-3.93 mg/L at 22.2 to 25.04 °C (range of 7 values)1 gram dissolves in 31 mL alcohol, 56 mL methanol, 25 ml propanol, 2.5 mL chloroform, 5 mL benzene or toluene3.2 g/100 mL glacial acetic acidSolubility in water, g/100ml at 25 °C: 0.0004クロロホルム: 50 mg/mL、透明0.000347g/100mL |
| 引火点 | 125.0 °C (257.0 °F) - closed cup135 °C o.c. |
| 沸点 | 534 °F at 760 mmHg (NTP, 1992)277.5 °C279 °C277.5 °C @760 [mm Hg]279 °C(lit.) |
| Decomposition | Hazardous decomposition products formed under fire conditions - Carbon oxides.When heated to decomposition it emits acrid smoke and irritating vapors. |
| 融点 | 203 °F (NTP, 1992)93 °C95 °C90-94 °C(lit.) |
| 蒸気密度 | 5.32 (NTP, 1992) - Heavier than airwill sink (Relative to Air)5.32 (Air = 1)Relative vapor density (air = 1): 5.35.32 (vs air) |
| 臭気閾値 | Odor detection in air, 8.0X10-2 ppm (chemically pure)Threshhold odor concn in water at room temp: 0.08 ppm (range 0.02 to 0.22 ppm)Odor low 0.5048 mg/cu m, odor high 0.5048 mg/cu m. |
| 蒸気圧 | 0.001 to 0.01 mmHg at 68 °F5 mmHg at 238.6 °F (NTP, 1992)0.00215 [mmHg]0.0022 mm Hg at 25 °CVapor pressure, Pa at 25 °C: 0.30.0016 [mm Hg] @25 °C10 mm Hg ( 131 °C) |
| 屈折率 | Index of refraction: 1.6048 at 95 °C |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 結晶性 |
| 色 | ブラウンベージュ |
| Merck | 14,28 |
| BRN | 386081 |
| ヘンリー定数 | 3.47, 6.21, 10.8, 18.3, and 28.2 at 4.1, 11.0, 18.0, 25.0, and 31.0 °C, respectively (Bamford et al., 1998) |
| 誘電率 | 3.0 |
| 安定性 | 安定。強力な酸化剤とは相容れない。 |
| InChI | 1S/C12H10/c1-3-9-4-2-6-11-8-7-10(5-1)12(9)11/h1-6H,7-8H2 |
| InChIKey | CWRYPZZKDGJXCA-UHFFFAOYSA-N |
| SMILES | C1Cc2cccc3cccc1c23 |
| LogP（分配係数） | 4.04 at 30℃ and pH5-8 |
| CAS データベース | 83-32-9(CAS DataBase Reference) |
| NISTの化学物質情報 | Acenaphthene(83-32-9) |
| EPAの化学物質情報 | Acenaphthene (83-32-9) |
化学的特性
Acenaphthene is a tricyclic aromatic hydrocarbon, crystalline solid at ambient tempera- ture. Acenaphthene does not dissolve in water, but is soluble in many organic solvents. Acenaphthene occurs in coal tar produced during high temperature carbonization or cok- ing of coal. It is used as a dye intermediate in the manufacture of some plastics and as an insecticide and fungicide. Acenaphthene is a component of crude oil and a product of combustion that may be produced and released into the environment during natural fi res. Emissions from petroleum refi ning, coal tar distillation, coal combustion, and diesel- fueled engines are major contributors of acenaphthene to the environment. Acenaphthene is an environmental pollutant and has been detected in cigarette smoke, automobile exhausts, and urban air; in effl uents from petrochemical, pesticide, and wood preservative industries; and in soils, groundwater, and surface waters at hazardous waste sites. This compound is one of a number of polycyclic aromatic hydrocarbons on the US EPA’s prior- ity pollutant list.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 2.4% (3 of 127) of reports.WarningH319 (83.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H400 (89.8%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]H410 (90.6%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]P264+P265, P273, P280, P305+P351+P338, P337+P317, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 127 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 3 of 127 reports by companies.There are 9 notifications provided by 124 of 127 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 規制情報 | Chemical: Acenaphthylene, 1,2-dihydro-Hazard Traits - BioaccumulationCarcinogenicityEnvironmental PersistenceHepatotoxicity and Digestive System ToxicityAuthoritative List - CWA 303(c)CWA 303(d)US EPA NWMP PBTsReport - regardless of intended function of ingredient in the productAcenaphthylene, 1,2-dihydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acenaphthylene, 1,2-dihydro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 06-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/10180Status: No longer Valid Update: 18-08-2011 https://echa.europa.eu/registration-dossier/-/registered-dossier/6742Restricted substance: AcenaphtheneEC: 201-469-6Restriction condition document: PDF link |
用途
解説
C12H10(154.21)．アセナフテンは，コールタール成分の一つで，タールの重油留分から分留される．ナフタレンとエテンから合成することもできる．針状晶．融点95 ℃，沸点278 ℃．ベンゼン，アルコール，酢酸，クロロホルムなどに可溶．酸化すればアセナフテンキノンを経てナフタル酸となる．森北出版「化学辞典（第2版）
用途
環境(大気)分析用標準品。
用途
農薬?染料中間体、合成樹脂原料
説明
Acenaphthene is a tricyclic aromatic hydrocarbon and crystalline solid at ambient temperature. Acenaphthene does not dissolve in water but is soluble in many organic solvents. Acenaphthene is a component of crude oil and a product of combustion. Acenaphthene occurs in coal tar produced during the high-temperature carbonisation or coking of coal. It is used as a dye intermediate in the manufacture of some plastics and as an insecticide and fungicide. Acenaphthene is a component of crude oil and a product of combustion which may be produced and released to the environment during natural fires. Emissions from petroleum refining, coal tar distillation, coal combustion, and diesel-fuelled engines are major contributors of acenaphthene to the environment. Acenaphthene is an environmental pollutant and has been detected in cigarette smoke, automobile exhausts, and urban air; in effluents from petrochemical, pesticide, and wood preservative industries; and in soils, groundwater, and surface waters at hazardous waste sites. This compound is one among a number of polycyclic aromatic hydrocarbons (PAHs) on U.S. EPA’s (Environmental Protection Agency) priority pollutant list.
使用
Acenaphthene occurs in petroleum bottoms and is used as a dye intermediate, insecticide, and fungicide and in manufacturing plastics.
一般的な説明
White needles. Melting point 93.6°C. Soluble in hot alcohol. Denser than water and insoluble in water. Hence sinks in water. May irritate skin and mucous membranes. Emits acrid smoke and irritating fumes when heated to decomposition. Derived from coal tar and used to make dyes, pharmaceuticals, insecticides, fungicides, and plastics.
製法・合成法
純化方法
It has also been purified by chromatography from CCl4 on alumina with *benzene as eluent [McLaughlin & Zainal J Chem Soc 2485 1960]. [Beilstein 5 IV 1834.]