9-フェニルアントラセン
9-フェニルアントラセン · 9-フェニルアントラセン標準品 · 9‐フェニルアントラセン標準品 · NSC 90796 · 9-phenylantracene · 9-PHENYLANTHRACENE · Phenylanthracene,98% · anthracene,9-phenyl-
識別子と物理属性
| CAS No. | 602-55-1 |
|---|---|
| 分子式 | C20H14 |
| 平均分子量 | 254.3 g/mol |
| 単同位体質量 | 254.10955045 g/mol |
| SMILES | c1ccc(-c2c3ccccc3cc3ccccc23)cc1 |
| InChIKey | LUBXLGUQZVKOFP-UHFFFAOYSA-N |
| PubChem CID | 11766 |
| EC No. | 210-019-8 |
| DTXSID | DTXSID3075254 |
| 現地名 | 9-フェニルアントラセン |
化学・物理的性質
| XLogP | 6 |
|---|---|
| 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 | 1 |
| 重原子数 | 20 |
| 形式電荷 | 0 |
| 複雑度 | 292 |
| 蒸気圧 | 0.00000009 [mmHg] |
| Physical Description | Solid[Aldrich MSDS] |
| Kovats Retention Index | 395.523742469.1406.47406.9394.37401.8396.05396.38 |
| 融点 | 153-155 °C (lit.) |
| 沸点 | 417 °C (lit.) |
| 密度 | 1.1180 (estimate) |
| 屈折率 | 1.7040 (estimate) |
| 貯蔵条件 | Sealed in dry,Room Temperature |
| 溶解度 | Chloroform (Slightly), Ethyl Acetate (Slightly) |
| 外観・状態 | 個体 |
| 色 | オフホワイトからペールブラウン |
| BRN | 1910570 |
| InChI | InChI=1S/C20H14/c1-2-8-15(9-3-1)20-18-12-6-4-10-16(18)14-17-11-5-7-13-19(17)20/h1-14H |
| InChIKey | LUBXLGUQZVKOFP-UHFFFAOYSA-N |
| SMILES | C1=C2C(C=C3C(=C2C2=CC=CC=C2)C=CC=C3)=CC=C1 |
| CAS データベース | 602-55-1(CAS DataBase Reference) |
| EPAの化学物質情報 | Anthracene, 9-phenyl- (602-55-1) |
化学的特性
Pale Yellow Plates
安全性と法規制
| GHS 分類 | WarningH400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]H410 (100%): Very toxic to aquatic life with long lasting effects [Warning 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 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.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. |
|---|---|
| 有害性の概要 | May cause irritation[Aldrich MSDS] See POLYCYCLIC AROMATIC HYDROCARBONS. |
| Hazard Classes and Categories | Aquatic Acute 1 (100%)Aquatic Chronic 1 (100%) |
| 水環境危害等級（WGK） | 3 |
| 輸送番号（UN） | UN 3077 9/PG 3 |
| 税関コード | 29029090 |
| 危険文句（R） | 50/53 |
| 危険表示 | N |
| 安全措置（S） | 60-61 |
| 危険等級 | 9Aquatic Acute 1Aquatic Chronic 1 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
使用
9-Phenylanthracene is used to synthesize organic light-emitting material intermediates.
製法・合成法
製造方法
The synthesis of 9-phenylanthracene involved mixing phenylboronic acid (2.13 g, 17.49 mmol), 9-bromoanthracene (3 g, 11.66 mmol), Pd(PPh3)4 (140 mg, 0.12 mmol), K2CO3 (16 mL, 2 M), and ethanol (8 mL) in a 100 mL flask with anhydrous toluene (32 mL). The mixture was refluxed for 48 h under nitrogen. After cooled to room temperature, the reaction mixture was quenched with dilute hydrochloric acid solution and extracted with CH2Cl2. The organic extracts were dried over anhydrous MgSO4 and concentrated by rotary evaporation. The crude product was further purified by silica gel column chromatography (CH2Cl2/petroleum ether (1:4,v/v)) to get a white powder (2.43 g, 81.9 %). 1H NMR (500 MHz, CDCl3) δ 8.53 (s, 1H), 8.08 (d, J = 8.5 Hz, 2H), 7.70 – 7.67 (m, 2H), 7.63 – 7.54 (m, 3H), 7.50 – 7.45 (m, 4H), 7.37 (ddd, J = 8.7, 6.5, 1.2 Hz, 2H). EI-MS (m/z): Calculated for C20H14: 254.33. Found [M+]: 253.02.Synthesis of 9-phenylanthracene
純化方法
Chromatograph it on alumina in *C6H6 and recrystallise it from AcOH or toluene. [Beilstein 5 H 725, 5 II 639, 5 III 2462.]