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6-Methoxy-2-tetralone

6-Methoxy-2-tetralone  Structure
CAS No.
2472-22-2
Chemical Name:
6-Methoxy-2-tetralone
Synonyms
6-methoxy-2-Tetrlone;4-dihydro-6-Methoxy-;6-METHOXY-2-TETRALONE;6-methoxyl-2-tetralone;6-Methoxytetralin-2-one;6-Methoxy-2-tetralone>6-METHOXY-2-TETRALONE 95%;6-Methoxy-2-tetralone,98%;6-Methoxy-2-tetralone,90%;6-Methoxy-2-tetralone,tech.90%
CBNumber:
CB4323880
Molecular Formula:
C11H12O2
Molecular Weight:
176.21
MOL File:
2472-22-2.mol
MSDS File:
SDS
Modify Date:
2024/6/4 15:29:52

6-Methoxy-2-tetralone Properties

Melting point 28-35 °C
Boiling point 114-116 °C (0.2 mmHg)
Density 1.0431 (rough estimate)
refractive index n20/D 1.5645(lit.)
Flash point >230 °F
storage temp. 2-8°C
form Crystalline Low Melting Solid
color Light yellow-beige to orange
Sensitive Air Sensitive
BRN 513418
InChI InChI=1S/C11H12O2/c1-13-11-5-3-8-6-10(12)4-2-9(8)7-11/h3,5,7H,2,4,6H2,1H3
InChIKey RMRKDYNVZWKAFP-UHFFFAOYSA-N
SMILES C1C2=C(C=C(OC)C=C2)CCC1=O
CAS DataBase Reference 2472-22-2(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P233-P260-P261-P264-P271-P280-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501
Hazard Codes  Xi
Safety Statements  24/25
WGK Germany  3
HazardClass  IRRITANT
HS Code  29145090
NFPA 704
1
2 0

6-Methoxy-2-tetralone price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 184063 6-Methoxy-3,4-dihydro-2(1H)-naphthalenone 95% 2472-22-2 1G ₹8183.7 2022-06-14 Buy
Sigma-Aldrich(India) 184063 6-Methoxy-3,4-dihydro-2(1H)-naphthalenone 95% 2472-22-2 5G ₹40279.83 2022-06-14 Buy
ALFA India ALF-L11007-MD 6-Methoxy-2-tetralone, tech. 90% 2472-22-2 250mg ₹4110 2022-05-26 Buy
ALFA India ALF-L11007-03 6-Methoxy-2-tetralone, tech. 90% 2472-22-2 1g ₹7917 2022-05-26 Buy
TCI Chemicals (India) M1317 6-Methoxy-2-tetralone min. 95.0 % 2472-22-2 1G ₹7000 2022-05-26 Buy
Product number Packaging Price Buy
184063 1G ₹8183.7 Buy
184063 5G ₹40279.83 Buy
ALF-L11007-MD 250mg ₹4110 Buy
ALF-L11007-03 1g ₹7917 Buy
M1317 1G ₹7000 Buy

6-Methoxy-2-tetralone Chemical Properties,Uses,Production

Description

6-methoxy-2-tetralone has been selected as the starting material for the synthesis of many steroidal compounds, including 2-aminotetalin derivatives, which exhibit antifungal activities, tetrahydro benzocycloheptane and many terpenoid compounds. 6-methoxy-2-tetralone is more expensive, difficult to synthesize, and unstable in comparison to 6-methoxy-1-tetralone[1].

Chemical Properties

light yellow-beige to orange

Uses

6-Methoxy-3,4-dihydro-2(1H)-naphthalenone was used in the synthesis of 1, 2, 3, 4-tetrahydro-2-naphthylamine derivatives.

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 9, p. 267, 1961 DOI: 10.1248/cpb.9.267
The Journal of Organic Chemistry, 26, p. 3237, 1961 DOI: 10.1021/jo01067a049

Synthesis

To a suspension of MCPBA (1.5g, 8.7mmol) in dry dichloromethane (16mL), cooled in ice, was added dihydro naphthalene (616mg, 3.8mmol) dissolved in dichloromethane (2mL). The reaction mixture was stirred overnight, filtered, diluted with dichloromethane, washed with a solution of sodium bicarbonate (5%), brine, dried, and evaporated to obtain an oil (591mg), which without purification was dissolved in ethanol (3mL) and treated with sulfuric acid (3mL, 10%) and heated under reflux for 3 hours. The reaction mixture was cooled, diluted with water, and extracted three times using chloroform. The organic extracts were washed with brine, dried, and evaporated to obtain an oil which, on purification (eluent hexane: ether 7:3), afforded 6-Methoxy-2-tetralone.

References

[1] Banerjee, A. K. et al. “A concise approach for the synthesis of 6-methoxy-2-tetralone.” 2018. 0.

6-Methoxy-2-tetralone Preparation Products And Raw materials

Raw materials

Preparation Products

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3,4-DIHYDRO-6-METHOXY-2(1H)-NAPHTHALENONE 6-methoxy-1,2,3,4-tetrahydronaphthalen-2-one 6-Methoxy-3,4-dihydro-2(1H)-naphthalenone, 95% 6-Methoxy-2-tetralone,tech.90% 6-methoxy-3,4-dihydro-1H-naphthalene-2-one 3,4-Dihydro-6-methoxynaphthalen-2(1H)-one 6-methoxy-2-Tetrlone 6-methoxy-3,4-dihydronaphthalen-2-one 6-METHOXY-2-TETRALONE: TECH., 90% 6-METHOXY-2-TETRALONE 95% 6-methoxyl-2-tetralone 6-Methoxytetralin-2-one 6-Methoxy-1,2,3,4-tetrahydronaphthalene-2-one 6-Methoxy-2-tetralone,98% 6-Methoxy-2-tetralone,90% 4-dihydro-6-Methoxy- 6-Methoxy-2-tetralone, 6-Methoxy-2-oxo-1,2,3,4-tetrahydronaphthalene 6-Methoxy-2-tetralone, technical, 90% 6-METHOXY-3,4-DIHYDRO-1H-NAPHTHALEN-2-ONE 6-METHOXY-2-TETRALONE 6-METHOXY-3,4-DIHYDRONAPHTHALEN-2(1H)-ONE 2(1H)-NAPHTHALENONE, 3,4-DIHYDRO-6-METHOXY- 6-Methoxy-2-tetralone> 6-Methoxy-3,4-dihydronaphthalen-2(1H)-on 2472-22-2 Organic Building Blocks Ketones Building Blocks C11 to C12 Carbonyl Compounds Fused Ring Systems pharmacetical Naphthalenes