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6-methoxy-1-tetralone

Product Name
6-methoxy-1-tetralone
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
Formula Weight
176.21
MOL File
1078-19-9.mol
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6-methoxy-1-tetralone Property

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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P284Wear respiratory protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M25589
Product name
6-Methoxy-1-tetralone
Purity
99%
Packaging
25g
Price
$36.66
Updated
2024/03/01
Sigma-Aldrich
Product number
M25589
Product name
6-Methoxy-1-tetralone
Purity
99%
Packaging
100g
Price
$99.5
Updated
2024/03/01
TCI Chemical
Product number
M0787
Product name
6-Methoxy-1-tetralone
Purity
>99.0%(GC)
Packaging
25g
Price
$55
Updated
2024/03/01
TCI Chemical
Product number
M0787
Product name
6-Methoxy-1-tetralone
Purity
>99.0%(GC)
Packaging
250g
Price
$318
Updated
2024/03/01
Alfa Aesar
Product number
A15967
Product name
6-Methoxy-1-tetralone, 99%
Packaging
5g
Price
$18.65
Updated
2024/03/01
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6-methoxy-1-tetralone Chemical Properties,Usage,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.

Definition

ChEBI: 6-Methoxy-1-tetralone is a member of tetralins.

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%).   

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View Lastest Price from 6-methoxy-1-tetralone manufacturers

Hebei Duling International Trade Co. LTD
Product
6-Methoxytetralone 1078-19-9
Price
US $60.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 tons
Release date
2024-05-28
Hebei Guanlang Biotechnology Co., Ltd.
Product
6-Methoxytetralone 1078-19-9
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5tons
Release date
2021-11-09
WUHAN FORTUNA CHEMICAL CO., LTD
Product
6-methoxy-1-tetralone 1078-19-9
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-22

1078-19-9, 6-methoxy-1-tetraloneRelated Search:


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  • 6-Methoxy-1-Tetralon
  • 6-METHOXYA-TETRALONE
  • 6-Methoxy
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  • 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-3,4-dihydronaphthalen-1(2H)-one
  • 6-Methoxy-1-tetraL
  • Levonorgestrel Impurity 13
  • Levonorgestrel Impurity 13 (6-Methoxy-1-tetralone)
  • 6-Methoxy-1-tetralone&gt
  • 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