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6-methoxy-1-tetralone

6-methoxy-1-tetralone Structure
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

6-methoxy-1-tetralone Properties

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
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
0
0 0

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
Product number Packaging Price Buy
M25589 25G ₹4145.98 Buy
M25589 100G ₹9510 Buy
ALF-A15967-22 100g ₹9260 Buy
ALF-A15967-14 25g ₹2405 Buy
ALF-A15967-06 5g ₹1482 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%).    1078-19-9.png

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6-METHOXY-1,2,3,4-TETRAHYDRO-1-NAPHTHALENONE 6-METHOXY-1,2,3,4-TETRAHYDRO-1-NAPHTHONE 6-METHOXY TETRALONE 6-METHOXY-ALPHA-TETRALONE TIMTEC-BB SBB007549 6-Methoxy-1,2,3,4-tetrahydro-1-naphthalenone for synthesis 3,4-dihydro-6-methoxy-1(2h)-naphthalenon 3,4-Dihydro-6-methoxy-1(2H)-napthalenone 6-Methoxy-tetalone 6-Methoxytetralin-1-one 3,4-Dihydro-6-methoxynaphthalen-1(2H)-one 98% 6-Methoxy-1-tetralone, 99% 25GR 6-METHOXY-1,2,3,4-TETRAHYDRO-1-NAPHTHALE METHOXY(6-)-1-TETRALONE 3,4-DIHYDRO-6-METHOXY-1(2H)-NAPHTHALENONE 6-Metoxy-1-tetralone 6-Methoxy-1-Tetralon 6-METHOXYA-TETRALONE 6-Methoxy-l-tetralone 1,2,3,4-Tetrahydro-6-methoxy-1-naphthalenone 1-Oxo-1,2,3,4-tetrahydro-6-methoxynaphthalene 6-Methoxy-1-oxo-1,2,3,4-tetrahydronaphthalene 3,4-Dihydro-6-methoxynaphthalen-1(2H)-one 6-Methoxy-1-tetraL Levonorgestrel Impurity 13 Levonorgestrel Impurity 13 (6-Methoxy-1-tetralone) 6-Methoxy-1-tetralone> 6-METHOXY-1,2,3,4-TETRAHYDRONAPHTHALEN-1-ONE 6-METHOXY-3,4-DIHYDRO-2H-NAPHTHALEN-1-ONE 6-METHOXY-1-TETRALONE 6-Methoxy-3,4-dihydro-1(2H)-naphthalenone 1(2H)-NAPHTHALENONE, 3,4-DIHYDRO-6-METHOXY- 6-Methoxy 6-Methoxy-3,4-dihydronaphthalen-1(2H)-one 1078-19-9 1078-19-1 KETONE Building Blocks C11 to C12 Carbonyl Compounds Organic Building Blocks Ketones Ketone C11 to C12 Carbonyl Compounds Ketones Carbonyl Compounds