アントロン
アントロン · アンスロン · anthracen-9(10H)-one · Anthron · Anthranone · 9(10H)-ANTHRACENONE · (10H)-9-Anthracenone · ANTHRONE
識別子と物理属性
| CAS No. | 90-44-8 |
|---|---|
| 分子式 | C14H10O |
| 平均分子量 | 194.23 g/mol |
| 単同位体質量 | 194.07316494 g/mol |
| SMILES | O=C1c2ccccc2Cc2ccccc21 |
| InChIKey | RJGDLRCDCYRQOQ-UHFFFAOYSA-N |
| PubChem CID | 7018 |
| ChEMBL | CHEMBL124440 |
| ChEBI | CHEBI:33835 |
| EC No. | 201-994-0 |
| DTXSID | DTXSID1049431 |
| 現地名 | アントロン |
化学・物理的性質
| XLogP | 3.7 |
|---|---|
| 極性表面積 | 17.1 |
| 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 | 15 |
| 形式電荷 | 0 |
| 複雑度 | 234 |
| Polymers | Other Classes -> Polycyclic Aromatic Hydrocarbons |
| SpringerMaterials Properties | Angular frequency |
| LogP（分配係数） | Log Kow = 3.663.46 |
| Color/Form | ORTHORHOMBIC NEEDLES FROM BENZENE AND PETROLEUM ETHERCOLORLESS NEEDLES |
| 溶解度 | SOL IN MOST ORG SOLVENTS WITHOUT FLUORESCENCESOL IN ACETONE, HOT BENZENE, CONCN SULFURIC ACID, HOT DIL ALKALI不溶性 |
| 融点 | 155 °C154-157 °C (lit.) |
| 蒸気圧 | 0.0000183 [mmHg] |
| Physical Description | Colorless solid[Hawley] Colorless crystalline powder[Alfa Aesar MSDS] |
| Stability/Shelf Life | TENDENCY TO CHANGE TO ANTHRAQUINONE /IN SOLN/ |
| Other Experimental Properties | ANY FLUORESCENCE PRESENT IS DUE TO ANTHRANOLADDITION CMPD WITH 4 MOLECULES DESOXYCHOLIC ACID, C110-H170-O17, MP 179 °CEQUIL IN ABSOLUTE ALCOHOL: 89% ANTHRONE11% ANTHRANOLTENDENCY TO CHANGE TO ANTHRAQUINONE |
| 沸点 | 721 °C |
| 密度 | 1.0550 (rough estimate) |
| 屈折率 | 1.5500 (estimate) |
| 貯蔵条件 | 2-8°C |
| 外観・状態 | 粉 |
| 色 | 黄色 |
| Merck | 14,691 |
| BRN | 1910173 |
| ヘンリー定数 | 1.2×101 mol/(m3Pa) at 25℃, HSDB (2015) |
| 安定性 | 安定。強力な酸化剤とは相容れない。可燃性。 |
| 主な用途 | 診断アッセイの製造血液学組織学 |
| InChI | 1S/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2 |
| InChIKey | RJGDLRCDCYRQOQ-UHFFFAOYSA-N |
| SMILES | O=C1c2ccccc2Cc3ccccc13 |
| CAS データベース | 90-44-8(CAS DataBase Reference) |
| NISTの化学物質情報 | Anthrone(90-44-8) |
| EPAの化学物質情報 | 9(10H)-Anthracenone (90-44-8) |
化学的特性
off-white to light yellow crystals
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 3.9% (2 of 51) of reports.WarningH315 (96.1%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 51 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: 9(10H)-Anthracenone9(10H)-Anthracenone: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | A skin and severe eye irritant[Alfa Aesar MSDS] See POLYCYCLIC AROMATIC HYDROCARBONS. |
| Hazard Classes and Categories | Skin Irrit. 2 (96.1%) |
| 処分方法 | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices. |
| 環境中動態 | TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 2300(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that anthrone will have only slight mobility in soil(SRC). Biodegradation of anthrone is expected based on limited data and may be a major fate process for this compound in soil(SRC). A mixed bacterial population, isolated from a hydrocarbon-polluted creek, degraded 40% of anthrone to traces of anthrone and to anthraquinone in 30% yield(4). Anthrone's estimated values for vapor pressure(5) and Henry's Law constant(6,SRC) indicate that volatilization from dry and moist soil surfaces is not likely to be a major fate process for this compound(SRC).AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 2300(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that anthrone should adsorb to sediment and suspended solids(SRC). Anthrone may volatilize slowly from water surfaces based on an estimated Henry's Law constant of 7.9X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated half-lives for a model river and model lake are 65 and 480 days, respectively(3,SRC). An estimated BCF value of 360(3,SRC), from a measured log Kow(2), suggests that anthrone will bioconcentrate in aquatic organisms(SRC), according to a recommended classification scheme(5). |
用途
解説
アントロン結晶．融点154 ℃．ベンゼンに熱時溶ける．水酸化アルカリ水溶液には溶けないが，加熱すると9-アントロールになって溶ける．容易に酸化されてアントラキノンとなり，また種々のアルデヒドと縮合する．いわゆるアントロン系建染め染料の原料となり，また糖の定量，検出にも用いられる．森北出版「化学辞典（第2版）
用途
糖の検出、定量に利用される。
用途
糖の検出、定量用。
用途
アントロン(anthrone)は、三環式の芳香族ケトンである。セルロースの化学分析や、炭水化物の比色測定に使われる。
使用
Anthrone is a tricyclic aromatic ketone and related compound of anthracene. Anthrone is used as a reagent in the colorometric determination of carbohydrates.
一般的な説明
Anthrone has the ability to reduce aldehyde containing reducing sugars such as streptose and N-acetyl glucosamine present in streptomycin, into acids. It develops a red- violet color. Therefore, it is used to determine streptomycin quantitatively. Anthrone has been used to detect carbohydrate containing lipids and to measure sugar content such as sucrose and trehalose in the liquid medium.
製法・合成法
純化方法
This stable keto tautomer of 9-anthranol (above) provides yellow crystals from a 3:1 mixture of *C6H6/pet ether (b 60-80o) (10-12mL/g), or successively from *C6H6 then EtOH. Dry it in vacuo. [Meyer Org Synth Coll Vol I 60 1941, Beilstein 6 IV 4930.]