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6-Methoxy-2-tetralone

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CAS:2472-22-2
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Products Intro: Product Name:6-Methoxy-3,4-dihydro-1H-naphthalen-2-one
CAS:2472-22-2
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  • CAS:2472-22-2
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  • 6-Methoxy-2-tetralone
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  • 2024-04-22
  • CAS:2472-22-2
  • Min. Order: 1kg
  • Purity: 99.93%
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6-Methoxy-2-tetralone Basic information
Product Name:6-Methoxy-2-tetralone
Synonyms: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
CAS:2472-22-2
MF:C11H12O2
MW:176.21
EINECS:219-592-9
Product Categories:Fused Ring Systems;pharmacetical;Naphthalenes
Mol File:2472-22-2.mol
6-Methoxy-2-tetralone Structure
6-Methoxy-2-tetralone Chemical 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.)
Fp >230 °F
storage temp. 2-8°C
form Crystalline Low Melting Solid
color Light yellow-beige to orange
Sensitive Air Sensitive
BRN 513418
InChIInChI=1S/C11H12O2/c1-13-11-5-3-8-6-10(12)4-2-9(8)7-11/h3,5,7H,2,4,6H2,1H3
InChIKeyRMRKDYNVZWKAFP-UHFFFAOYSA-N
SMILESC1C2=C(C=C(OC)C=C2)CCC1=O
CAS DataBase Reference2472-22-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Safety Statements 24/25
WGK Germany 3
HazardClass IRRITANT
HS Code 29145090
MSDS Information
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6-Methoxy-2-tetralone Usage And Synthesis
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 Propertieslight yellow-beige to orange
Uses6-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
SynthesisTo 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
Tag:6-Methoxy-2-tetralone(2472-22-2) Related Product Information
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