6-Methoxy-1,2,3,4-tetrahydronaphthalin-1-on
6-Methoxy-3,4-dihydronaphthalen-1(2H)-one · 6-METHOXY-1-TETRALONE · 1(2H)-NAPHTHALENONE, 3,4-DIHYDRO-6-METHOXY- · 6-Methoxy · 6-METHOXY-3,4-DIHYDRO-2H-NAPHTHALEN-1-ONE · 3,4-DIHYDRO-6-METHOXY-1(2H)-NAPHTHALENONE · 6-METHOXY-1,2,3,4-TETRAHYDRONAPHTHALEN-1-ONE · 6-METHOXY TETRALONE
Identifikatoren & physikalische Daten
| CAS No. | 1078-19-9 |
|---|---|
| Summenformel | C11H12O2 |
| Durchschnittliche Molmasse | 176,21 g/mol |
| Monoisotopische Masse | 176,08372962 g/mol |
| SMILES | COc1ccc2c(c1)CCCC2=O |
| InChIKey | MNALUTYMBUBKNX-UHFFFAOYSA-N |
| PubChem CID | 14112 |
| ChEMBL | CHEMBL1900603 |
| ChEBI | CHEBI:194913 |
| EC No. | 214-078-0 |
| DTXSID | DTXSID6057617 |
| Lokaler Name | 6-Methoxy-1,2,3,4-tetrahydronaphthalin-1-on |
Chemische & physikalische Eigenschaften
| XLogP | 2 |
|---|---|
| Polarare Oberfläche (TPSA) | 26,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 13 |
| Formalladung | 0 |
| Komplexität | 200 |
| Stoffklassen | Other Classes -> Aromatic Ketones |
| Physical Description | Solid[Merck Index] Light yellow crystalline powder[Alfa Aesar MSDS] |
| Schmelzpunkt | 77-79 °C (lit.) |
| Siedepunkt | 171 °C/11 mmHg (lit.) |
| Dichte | 1.0558 (rough estimate) |
| Brechungsindex | 1.5250 (estimate) |
| Flammpunkt | 171°C/11mm |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Aggregatzustand | Fine Crystalline Powder |
| Farbe | Yellow to light brown |
| pH | 5.96 at 23℃ and 10g/L |
| Merck | 14,6000 |
| BRN | 972739 |
| InChI | 1S/C11H12O2/c1-13-9-5-6-10-8(7-9)3-2-4-11(10)12/h5-7H,2-4H2,1H3 |
| InChIKey | MNALUTYMBUBKNX-UHFFFAOYSA-N |
| SMILES | COc1ccc2C(=O)CCCc2c1 |
| CAS Datenbank | 1078-19-9(CAS DataBase Reference) |
| NIST chemische Informationen | 1(2H)-Naphthalenone, 3,4-dihydro-6-methoxy-(1078-19-9) |
| EPA chemische Informationen | 1(2H)-Naphthalenone, 3,4-dihydro-6-methoxy- (1078-19-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 56 reports by companies from 4 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 01-11-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/159251(2H)-Naphthalenone, 3,4-dihydro-6-methoxy-: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | May cause irritation[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29145000 |
| R-Sätze (R) | 22-36/37/38-20/21/22 |
| Gefahrensymbole | Xn,Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 24/25-36-26 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Acute Tox. 4 OralAquatic Chronic 3Skin Sens. 1B |
Anwendungen & Verwendung
Verwenden
6-Methoxy-1-tetralone is a reagent useful in the synthesis of (2-(furanyl)vinyl)-1-tetralone chalcones which possesses anticancer agents and inducers of apoptosis.
Herstellung & Synthese
synthetische
(1) Reacting anisole with an acylating agent in Lewis acid and a solvent at the temperature of-10-40 ℃ to generate an intermediate 1, wherein the molar ratio of the Lewis acid to the acylating agent to the anisole is 1-10: 1-10: 1, the Lewis acid is selected from one or more of concentrated sulfuric acid, phosphoric acid, polyphosphoric acid, zinc chloride, aluminum trichloride, superacid and heteropoly acid; (2) the intermediate 1 does not need to be separated, the temperature is raised to 70-120 ℃, and the intermediate 1 continues to react to generate 6-methoxy-1-tetralone; (3) cooling the reaction product, adding water to stop the reaction, extracting, purifying and desolventizing to obtain a crude product of the 6-methoxy-1-tetralone, and refining the crude product by a solvent to obtain a high-purity product.