1,2-디페녹시에탄
1,2-디페녹시에탄 · 1,2-DIPHENOXYETHANE · ETHYLENE GLYCOL DIPHENYL ETHER · DIPHENYL GLYCOL · Diphenoxy Ethane · 1,2-Diphenoxyethan · sym-Diphenoxyethane · DIPHENYL CELLOSOLVE
식별자 및 물리적 특성
| CAS No. | 104-66-5 |
|---|---|
| 분자식 | C14H14O2 |
| 평균 분자량 | 214.26 g/mol |
| 단동위원소 질량 | 214.09937969 g/mol |
| SMILES | c1ccc(OCCOc2ccccc2)cc1 |
| InChIKey | XCSGHNKDXGYELG-UHFFFAOYSA-N |
| PubChem CID | 7713 |
| ChEMBL | CHEMBL1901367 |
| EC No. | 203-224-9 |
| DTXSID | DTXSID5026706 |
| 현지명 | 1,2-디페녹시에탄 |
화학 및 물리적 성질
| XLogP | 3.8 |
|---|---|
| 극성 표면적 | 18.5 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 5 |
| 무거운 원자 수 | 16 |
| 형식 전하 | 0 |
| 복잡도 | 150 |
| 물질 분류 | Other Classes -> Other Aromatic CompoundsAntioxidant |
| SpringerMaterials Properties | Chemical shift |
| LogP(분배 계수) | 3.81 |
| 증기압 | 0.000314 [mmHg]0Pa at 25℃ |
| Physical Description | Off-white powder[Alfa Aesar MSDS] |
| 녹는점 | 94-96 °C (lit.) |
| 끓는 점 | 185 °C / 12mmHg |
| 밀도 | 1.0781 (rough estimate) |
| 굴절률 | 1.5570 (estimate) |
| 저장 조건 | Sealed in dry,Room Temperature |
| 용해도 | 클로로포름(약간 용해됨), 메탄올(약간 용해됨) |
| 물리적 상태 | 고체 |
| 색상 | 흰색에서 황백색까지 |
| 용해도 | 22mg/L at 25℃ |
| 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(분배 계수) | 3.81 at 25℃ |
| EPA | 2-Phenoxyethyl phenyl ether (104-66-5) |
화학적 성질
Off-white Crystals
안전 및 규제
| GHS 분류 | 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. |
|---|---|
| 규제 정보 | 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) |
| 기타 안전 정보 | IMAP assessments - Benzene, 1,1'-[1,2-ethanediylbis(oxy)]bis-: Human health tier I assessment |
| 유해성 요약 | 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] |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| 운송 번호(UN) | UN 3077 9 / PGIII |
| 관세 코드 | 29093090 |
| 위험 문구(R) | 51/53 |
| 안전 문구(S) | 22-24/25-61-36-29/56 |
| 기존화학 물질 | 2015-3-6784 |
| 위험 등급 | Aquatic Chronic 2 |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
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.
일반 설명
1,2-Diphenoxyethane is the intermediate formed during sonochemical oxidation of phenoxyacetic acid and chlorophenol.
제조 및 합성 방법
제조 방법
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%.