1,2-Methylendioxybenzol
Benzo[d][1,3]dioxole · Benzodioxole · 1,2-METHYLENEDIOXYBENZENE · MDB · 1,3-BENZODIOXOL · 1,2-METHYLENDIOXYBENZENE · 1,2-Methylenedioxybenzene (MDB) · 1,3-Dioxindan
Identifikatoren & physikalische Daten
| CAS No. | 274-09-9 |
|---|---|
| Summenformel | C7H6O2 |
| Durchschnittliche Molmasse | 122,12 g/mol |
| Monoisotopische Masse | 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 |
| Lokaler Name | 1,2-Methylendioxybenzol |
Chemische & physikalische Eigenschaften
| XLogP | 2,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 18,5 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 91,1 |
| Stoffklassen | Other Classes -> Other Organic Compounds |
| SpringerMaterials Properties | Schoenflies notation |
| Dampfdruck | 0.57 [mmHg]12 mm Hg ( 25 °C) |
| Physical Description | Colorless liquid with an aromatic odor[Alfa Aesar MSDS] |
| Schmelzpunkt | -18 °C |
| Siedepunkt | 172-173 °C(lit.) |
| Dichte | 1.064 g/mL at 25 °C(lit.) |
| Brechungsindex | n20/D 1.539(lit.) |
| Flammpunkt | 131 °F |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Löslichkeit | 2g/l0.2 g/100 mL (25 ºC) |
| Aggregatzustand | Powder |
| Farbe | Yellow to orange to brown |
| 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 (Verteilungskoeffizient) | 2.08 |
| CAS Datenbank | 274-09-9(CAS DataBase Reference) |
| NIST chemische Informationen | 1,3-Benzodioxole(274-09-9) |
| EPA chemische Informationen | 1,3-Benzodioxole (274-09-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | 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. |
|---|---|
| Regulatorische Informationen | 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 |
| Weitere Sicherheitsinformationen | IMAP assessments - 1,3-Benzodioxole: Environment tier I assessment |
| Gefahrenübersicht | 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%) |
| Unerwünschte Wirkungen | Neurotoxin - Other CNS neurotoxin |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 1993 3/PG 3 |
| Zollcode | 29329970 |
| RTECS-Nr. | DA5600000 |
| R-Sätze (R) | 20/22-22-10-36/37/38-20/21/22-10/22 |
| Gefahrensymbole | Xn,Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 23-24/25-36/37/39-26-16-36 |
| Gefahrenklasse | 3Acute Tox. 4 Oral |
| Verpackungsgruppe | III |
| Lagerklasse | 10 - Combustible liquids |
Anwendungen & Verwendung
Beschreibung
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.
Verwenden
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.