9-메틸리덴플루오렌
9-메틸리덴플루오렌 · Dibenzofulvene · 9-methylidenefluorene · Fluorenylidenemethane · 9-methylenefluorene · 9-Methylene-9H-fluorene · 9H-Fluorene, 9-Methylene- · Dibenzofulvene (DBF) Oligomer-9-Methylene-9H-fluorene
식별자 및 물리적 특성
| CAS No. | 4425-82-5 |
|---|---|
| 분자식 | C14H10 |
| 평균 분자량 | 178.23 g/mol |
| 단동위원소 질량 | 178.07825032 g/mol |
| SMILES | C=C1c2ccccc2-c2ccccc21 |
| InChIKey | ZYASLTYCYTYKFC-UHFFFAOYSA-N |
| PubChem CID | 78147 |
| EC No. | 817-307-8 |
| DTXSID | DTXSID90196082 |
| 현지명 | 9-메틸리덴플루오렌 |
화학 및 물리적 성질
| XLogP | 3.7 |
|---|---|
| 극성 표면적 | 0 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 0 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 14 |
| 형식 전하 | 0 |
| 복잡도 | 216 |
| Kovats Retention Index | 292.4292.28279.3291.8 |
| 녹는점 | 46-48 °C |
| 끓는 점 | 305.9±12.0 °C(Predicted) |
| 밀도 | 1.12±0.1 g/cm3(Predicted) |
| 저장 조건 | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
| 용해도 | 클로로포름(약간 용해됨), 에틸아세테이트(약간 용해됨) |
| 물리적 상태 | 고체 |
| 색상 | 미색부터 페일 베이지까지 |
| 안정성 | 감광성 |
| InChI | InChI=1S/C14H10/c1-10-11-6-2-4-8-13(11)14-9-5-3-7-12(10)14/h2-9H,1H2 |
| InChIKey | ZYASLTYCYTYKFC-UHFFFAOYSA-N |
| SMILES | C1(=C)C2=C(C=CC=C2)C2=C1C=CC=C2 |
화학적 성질
9-methylidenefluorene or dibenzofulvene (DBF) is a polycyclic aromatic hydrocarbon with chemical formula C14H10.9-methylidenefluorene is an intermediate of Fmoc cleavage reaction. It is an analog of a 1,1-diphenylethylene. Polymerization of 9-methylene-fluorene produces a π-stacked polymer.
안전 및 규제
| GHS 분류 | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract 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 3 reports by companies from 3 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. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%)Eye Irrit. 2A (100%)STOT SE 3 (100%) |
| 신호 어 | Warning |
| 유해·위험 문구 | 암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드 H302 |
용도
개요
9-Methylene-9H-fluorene is a fluorescent probe that can be used to detect the presence of hydroxyl groups in vitro. It reacts with the hydroxyl group on the substrate film and emits light, which is then detected using a fluorometer. The reaction mechanism is shown below. Fluorophores are often used for sample preparation because they are relatively stable and can be easily removed from the final product. 9-Methylene-9H-fluorene has been shown to enhance cationic polymerization, which can lead to improved efficacy in some applications.
용도
9-Methylidenefluorene is an analog of 9-Methylfluorene (M305335); a compound that has been shown to be mutagenic in Salmonella typhimurium TA98 and TA100 in the presence of 9000 X g supernantant from Aroclor-induced rats.
제조 및 합성 방법
제조 방법
A suspension of methyl triphenylphosphonium bromide (31.22 g; 87.3 mmol) in 500 mL of ether was added at -30°C. 10M n-butyllithium in hexane (8.73 mL; 87.3 mmol) was added to the mixture, and the mixture was stirred at room temperature for 1-2 hours. To the above mixture, 15 g (83.2 mmol) of 9-fluorenone in 50 mL of tetrahydrofuran was added, and the mixture was refluxed for 1 hour. After cooling the above mixture to 0°C, 9-Methylene-9H-fluorene was obtained after purification.