エチレン グリコール ジフェニル エーテル
エチレン グリコール ジフェニル エーテル · sym-ジフェノキシエタン · ジフェニルセロソルブ · エチレンビス(フェニルエーテル) · ジフェニルグリコール · エチレンジフェニルエーテル · 1,2-ビスフェノキシエタン · エチレングリコールジフェニルエーテル
識別子と物理属性
| CAS No. | 104-66-5 |
|---|---|
| 分子式 | C14H14O2 |
| 平均分子量 | 214.26 g/mol |
| 単同位体質量 | 214.09937969 g/mol |
| SMILES | c1ccc(OCCOc2ccccc2)cc1 |
| InChIKey | XCSGHNKDXGYELG-UHFFFAOYSA-N |
| PubChem CID | 7713 |
| ChEMBL | CHEMBL1901367 |
| EC No. | 203-224-9 |
| DTXSID | DTXSID5026706 |
| 現地名 | エチレン グリコール ジフェニル エーテル |
化学・物理的性質
| XLogP | 3.8 |
|---|---|
| 極性表面積 | 18.5 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 5 |
| 重原子数 | 16 |
| 形式電荷 | 0 |
| 複雑度 | 150 |
| 物質分類 | Other Classes -> Other Aromatic CompoundsAntioxidant |
| SpringerMaterials Properties | Chemical shift |
| LogP（分配係数） | 3.81 |
| 蒸気圧 | 0.000314 [mmHg]0Pa at 25℃ |
| Physical Description | Off-white powder[Alfa Aesar MSDS] |
| 融点 | 94-96 °C (lit.) |
| 沸点 | 185 °C / 12mmHg |
| 密度 | 1.0781 (rough estimate) |
| 屈折率 | 1.5570 (estimate) |
| 貯蔵条件 | Sealed in dry,Room Temperature |
| 溶解度 | クロロホルム（微量）、メタノール（微量）22mg/L at 25℃ |
| 外観・状態 | 個体 |
| 色 | ホワイトからオフホワイト |
| BRN | 2052248 |
| InChI | 1S/C14H14O2/c1-3-7-13(8-4-1)15-11-12-16-14-9-5-2-6-10-14/h1-10H,11-12H2 |
| InChIKey | XCSGHNKDXGYELG-UHFFFAOYSA-N |
| SMILES | C(COc1ccccc1)Oc2ccccc2 |
| LogP（分配係数） | 3.81 at 25℃ |
| CAS データベース | 104-66-5(CAS DataBase Reference) |
| EPAの化学物質情報 | 2-Phenoxyethyl phenyl ether (104-66-5) |
化学的特性
Off-white Crystals
安全性と法規制
| GHS 分類 | H411 (100%): 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 5 reports by companies from 1 notifications to the ECHA C&L Inventory. |
|---|---|
| 規制情報 | Chemical: Benzene, 1,1'-[1,2-ethanediylbis(oxy)]bis-Benzene, 1,1'-[1,2-ethanediylbis(oxy)]bis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, 1,1'-[1,2-ethanediylbis(oxy)]bis- 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)FRI - indicates a polymeric substance containing no free-radical initiator in its Inventory name but is considered to cover the designated polymer made with any free-radical initiator regardless of the amount used.REACH registered substance: 1,2-diphenoxyethane (EC: 203-224-9) |
| その他の安全情報 | IMAP assessments - Benzene, 1,1'-[1,2-ethanediylbis(oxy)]bis-: Human health tier I assessment |
| 有害性の概要 | May cause irritation[Alfa Aesar MSDS] See Benzyl ether. |
| Hazard Classes and Categories | Aquatic Chronic 2 (100%) |
| Protective Action Criteria (PAC) | 30 [mg/m3]330 [mg/m3]2000 [mg/m3] |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| 輸送番号（UN） | UN 3077 9 / PGIII |
| 税関コード | 29093090 |
| 危険文句（R） | 51/53 |
| 化審法 | (3)-4146 |
| 安全措置（S） | 22-24/25-61-36-29/56 |
| 危険等級 | Aquatic Chronic 2 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
有機合成原料。
使用
1,2-Diphenoxyethane is a reagent that is used in the production and use of activatable delivery compounds containing drugs or a detectable moiety and singlet oxygen-labile linkers.
一般的な説明
1,2-Diphenoxyethane is the intermediate formed during sonochemical oxidation of phenoxyacetic acid and chlorophenol.
製法・合成法
製造方法
The preparation of Ethylene glycol diphenyl ether is as follows:A three-necked flask was charged with 15.7 g of bromobenzene (100 mmol) and 47 ml of DMF, and stirred. 12.7 g of sodium carbonate (120 mmol, 1.2 eq.), 1.9 g of cuprous iodide (10 mmol, 0.1 eq.), 1.87 g of 2,2'-bipyridine (12 mmol, 0.1 eq.) and 7.4 g of ethylene glycol (120 mmol, 1.2 equivalent), the reaction mixture was stirred at 100 ° C overnight. After recovering DMF under reduced pressure, 100 ml of water and 100 ml of toluene were added, and the aqueous phase was extracted three times with 300 ml of toluene, and the organic layers were combined. Washed sequentially with 5% sodium carbonate. The organic phase was dried over anhydrous sodium sulfate, filtered, and then filtered and evaporated,The crude product was recrystallized from isopropanol and dried in vacuo to give 19.5 g of product, yield 91%, purity over 99%.