| Identification | More | [Name]
6-Methoxy-2-tetralone | [CAS]
2472-22-2 | [Synonyms]
2(1H)-NAPHTHALENONE, 3,4-DIHYDRO-6-METHOXY-
3,4-DIHYDRO-6-METHOXY-2(1H)-NAPHTHALENONE
6-METHOXY-2-TETRALONE
6-METHOXY-3,4-DIHYDRO-1H-NAPHTHALEN-2-ONE
6-METHOXY-3,4-DIHYDRONAPHTHALEN-2(1H)-ONE
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 | [EINECS(EC#)]
219-592-9 | [Molecular Formula]
C11H12O2 | [MDL Number]
MFCD00001729 | [Molecular Weight]
176.21 | [MOL File]
2472-22-2.mol |
| Chemical Properties | Back Directory | [Appearance]
light yellow-beige to orange | [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. ]
0-6°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) |
| Hazard Information | Back Directory | [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.
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