메틸렌디옥시벤젠
1,3-벤조다이옥솔 · 1,3-벤조디옥솔 · 메틸렌디옥시벤젠 · Benzo[d][1,3]dioxole · Benzodioxole · 1,2-METHYLENEDIOXYBENZENE · MDB · 1,3-BENZODIOXOL
식별자 및 물리적 특성
| CAS No. | 274-09-9 |
|---|---|
| 분자식 | C7H6O2 |
| 평균 분자량 | 122.12 g/mol |
| 단동위원소 질량 | 122.03677943 g/mol |
| SMILES | c1ccc2c(c1)OCO2 |
| InChIKey | FTNJQNQLEGKTGD-UHFFFAOYSA-N |
| PubChem CID | 9229 |
| ChEMBL | CHEMBL4757380 |
| ChEBI | CHEBI:38732 |
| EC No. | 205-992-0 |
| DTXSID | DTXSID9051951 |
| 현지명 | 메틸렌디옥시벤젠 |
화학 및 물리적 성질
| XLogP | 2.1 |
|---|---|
| 극성 표면적 | 18.5 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 9 |
| 형식 전하 | 0 |
| 복잡도 | 91.1 |
| 물질 분류 | Other Classes -> Other Organic Compounds |
| SpringerMaterials Properties | Schoenflies notation |
| 증기압 | 0.57 [mmHg]12 mm Hg ( 25 °C) |
| Physical Description | Colorless liquid with an aromatic odor[Alfa Aesar MSDS] |
| 녹는점 | -18 °C |
| 끓는 점 | 172-173 °C(lit.) |
| 밀도 | 1.064 g/mL at 25 °C(lit.) |
| 굴절률 | n20/D 1.539(lit.) |
| 인화점 | 131 °F |
| 저장 조건 | Inert atmosphere,Room Temperature |
| 용해도 | 2g/L |
| 물리적 상태 | 가루 |
| 색상 | 노란색에서 주황색, 갈색까지 |
| 용해도 | 0.2g/100mL(25℃) |
| BRN | 115506 |
| InChI | 1S/C7H6O2/c1-2-4-7-6(3-1)8-5-9-7/h1-4H,5H2 |
| InChIKey | FTNJQNQLEGKTGD-UHFFFAOYSA-N |
| SMILES | C1Oc2ccccc2O1 |
| LogP(분배 계수) | 2.08 |
| NIST | 1,3-Benzodioxole(274-09-9) |
| EPA | 1,3-Benzodioxole (274-09-9) |
화학적 성질
clear colourless to light yellow liquid. Insoluble in acids.
안전 및 규제
| GHS 분류 | WarningH226 (52.7%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P317, P303+P361+P353, P304+P340, P317, P330, P370+P378, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 93 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: 1,3-BenzodioxoleStatus: Active Update: 02-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/59681,2-Methylenedioxybenzene: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | IMAP assessments - 1,3-Benzodioxole: Environment tier I assessment |
| 유해성 요약 | Causes somnolence and coma in oral lethal-dose studies of mice[RTECS] A skin and strong eye irritantHarmful by ingestion[Alfa Aesar MSDS] See Dihydrosafrole. |
| Hazard Classes and Categories | Flam. Liq. 3 (52.7%) |
| 유해 작용 | Neurotoxin - Other CNS neurotoxin |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | DA5600000 |
| 운송 번호(UN) | UN 1993 3/PG 3 |
| 관세 코드 | 29329970 |
| 위험 문구(R) | 20/22-22-10-36/37/38-20/21/22-10/22 |
| 위험 표시 | Xn,Xi |
| 안전 문구(S) | 23-24/25-36/37/39-26-16-36 |
| 포장분류 | III |
| 위험 등급 | 3Acute Tox. 4 Oral |
| 기존화학 물질 |
용도
개요
1,3-Benzodioxole, widely found in plant products, has shown potent antioxidant and antibacterial activities. It has recently been reported that 1,3-benzodioxole derivatives possess cytotoxic activity against several human tumor cell lines, including human colon carcinoma cells and multidrug-resistant nasopharyngeal carcinoma cells. No cytotoxic effects were noticed at a concentration of 10-4 M.
용도
1,3-Benzodioxole is useful in gemological stimulant detection. It is also used as a precursor for perfumes, photo initiators, agrochemicals and pharmaceuticals. 1,3-benzodimine is an intermediate for the synthesis of the drugs oxolinic acid, cinoxacin and miloxacin.
일반 설명
Supersonic jet fluorescence spectra of 1,3-benzodioxole has been studied. The far-infrared spectrum of the vapour of 1,3-benzodioxole has been reported. The electronic absorption spectra and the laser-induced fluorescence spectra of supersonic-jet-cooled 1,3-benzodioxole molecules has been investigated.
제조 및 합성 방법
생산 방법
1,3-Benzodioxole is synthesized through the reaction of catechol with dihalomethanes, typically employing a concentrated aqueous alkaline solution in the presence of tetraalkylammonium or phosphonium salts, sometimes in the presence of alkyl iodides. 1,3-Benzodioxole is an important intermediate in organic synthesis, especially for the preparation of alkaloids.