6-Methoxy-1,2,3,4-tetrahydronaphthalin-1-on

Bezeichnung:6-Methoxy-1,2,3,4-tetrahydronaphthalin-1-on

CAS-Nr1078-19-9

Englisch Name:6-methoxy-1-tetralone

CBNumberCB0277174

SummenformelC11H12O2

Molgewicht176.21

MOL-Datei1078-19-9.mol

Synonyma

6-Methoxy-1,2,3,4-tetrahydronaphthalin-1-on

6-Methoxy-1,2,3,4-tetrahydronaphthalin-1-on physikalisch-chemischer Eigenschaften

Schmelzpunkt	77-79 °C (lit.)
Siedepunkt	171 °C/11 mmHg (lit.)
Dichte	1.0558 (rough estimate)
Brechungsindex	1.5250 (estimate)
Flammpunkt	171°C/11mm
storage temp.	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
InChIKey	MNALUTYMBUBKNX-UHFFFAOYSA-N
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

Kennzeichnung gefährlicher	Xn,Xi
R-Sätze:	22-36/37/38-20/21/22
S-Sätze:	24/25-36-26
WGK Germany	3
Hazard Note	Irritant
TSCA	Yes
HS Code	29145000

Gefahreninformationscode (GHS)

6-methoxy-1-tetralone Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Chemische Eigenschaften
yellow to light brown fine crystalline powder
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.
Definition
ChEBI: 6-Methoxy-1-tetralone is a member of tetralins.
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.
Synthesis Reference(s)
Journal of the American Chemical Society, 64, p. 94, 1942 DOI: 10.1021/ja01253a025
Tetrahedron Letters, 9, p. 2917, 1968 DOI: 10.1016/S0040-4039(00)89611-2
Synthese
The synthesis of 6-methoxy-1-tetralone is as follows:Eaton's reagent (1.00 mL, 5.31 mmol) was added slowly to a stirred solution of methyl 4-(3-methoxyphenyl)butanoate (4; 0.37g, 1.78 mmol) in DCE (1 mL). The resulting mixture was stirred at 75 °C for 2h under N₂ atmosphere. Then, the reaction mixture was allowed to reach room temperature, and was poured over ice-water and extracted with EtOAc (3 × 15 mL). The combined organic extracts were washed successively with brine (2 × 15 mL) and H₂O (2 × 20 mL), filtered over Na₂SO₄ and concentrated under reduced pressure. The resulting brownish oil was fractionated by column chromatography (silica gel, EtOAc-hexanes, 1:9) to obtain 6-methoxy-1-tetralone as ayellowish oil; yield: 0.28 g (91%).

6-methoxy-1-tetralone Upstream-Materialien And Downstream Produkte

6-Methoxy-1,2,3,4-tetrahydronaphthalin-1-on Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

1078-19-9, 6-methoxy-1-tetralone Verwandte Suche:

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