6-methoxy-1-tetralone
![6-methoxy-1-tetralone Structure](CAS/GIF/1078-19-9.gif)
- CAS No.
- 1078-19-9
- Chemical Name:
- 6-methoxy-1-tetralone
- Synonyms
- 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;6-Methoxy-3,4-dihydro-1(2H)-naphthalenone;6-METHOXY-1,2,3,4-TETRAHYDRONAPHTHALEN-1-ONE;6-Methoxy-tetalone;6-Methoxy-1-tetraL;6-METHOXY TETRALONE
- CBNumber:
- CB0277174
- Molecular Formula:
- C11H12O2
- Molecular Weight:
- 176.21
- MOL File:
- 1078-19-9.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/29 17:07:33
Melting point | 77-79 °C (lit.) |
---|---|
Boiling point | 171 °C/11 mmHg (lit.) |
Density | 1.0558 (rough estimate) |
refractive index | 1.5250 (estimate) |
Flash point | 171°C/11mm |
storage temp. | Sealed in dry,Room Temperature |
form | Fine Crystalline Powder |
color | Yellow to light brown |
PH | 5.96 at 23℃ and 10g/L |
Merck | 14,6000 |
BRN | 972739 |
InChIKey | MNALUTYMBUBKNX-UHFFFAOYSA-N |
CAS DataBase Reference | 1078-19-9(CAS DataBase Reference) |
NIST Chemistry Reference | 1(2H)-Naphthalenone, 3,4-dihydro-6-methoxy-(1078-19-9) |
EPA Substance Registry System | 1(2H)-Naphthalenone, 3,4-dihydro-6-methoxy- (1078-19-9) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H302 | |||||||||
Precautionary statements | P261-P284-P301+P312+P330-P304+P340-P342+P311 | |||||||||
Hazard Codes | Xn,Xi | |||||||||
Risk Statements | 22-36/37/38-20/21/22 | |||||||||
Safety Statements | 24/25-36-26 | |||||||||
WGK Germany | 3 | |||||||||
Hazard Note | Irritant | |||||||||
TSCA | Yes | |||||||||
HS Code | 29145000 | |||||||||
NFPA 704 |
|
6-methoxy-1-tetralone price More Price(7)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich(India) | M25589 | 6-Methoxy-1-tetralone 99% | 1078-19-9 | 25G | ₹4145.98 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | M25589 | 6-Methoxy-1-tetralone 99% | 1078-19-9 | 100G | ₹9510 | 2022-06-14 | Buy |
ALFA India | ALF-A15967-22 | 6-Methoxy-1-tetralone, 99% | 1078-19-9 | 100g | ₹9260 | 2022-05-26 | Buy |
ALFA India | ALF-A15967-14 | 6-Methoxy-1-tetralone, 99% | 1078-19-9 | 25g | ₹2405 | 2022-05-26 | Buy |
ALFA India | ALF-A15967-06 | 6-Methoxy-1-tetralone, 99% | 1078-19-9 | 5g | ₹1482 | 2022-05-26 | Buy |
6-methoxy-1-tetralone Chemical Properties,Uses,Production
Chemical Properties
yellow to light brown fine crystalline powder
Uses
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.
Preparation
(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
Synthesis
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 Preparation Products And Raw materials
Raw materials
Preparation Products
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