7-METHOXY-2-NAPHTHOL

Product Name7-METHOXY-2-NAPHTHOL
CAS5060-82-2
MFC11H10O2
MW174.2
EINECS
MOL File5060-82-2.mol

Chemical Properties

Melting point	116-119 °C(lit.)
Boiling point	336.7±15.0 °C(Predicted)
Density	1.193
storage temp.	Sealed in dry,Room Temperature
pka	9.45±0.40(Predicted)
form	Crystalline Powder or Chunks
color	White to brown
BRN	2207279
InChI	1S/C11H10O2/c1-13-11-5-3-8-2-4-10(12)6-9(8)7-11/h2-7,12H,1H3
InChIKey	UNFNRIIETORURP-UHFFFAOYSA-N
SMILES	COc1ccc2ccc(O)cc2c1

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
WGK Germany	3
F	8-9-23
HS Code	29071990
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Chemical Properties

White to brown solid

Uses

7-Methoxy-2-naphthol may be used in the synthesis of new 1H-benzo[f]chromene derivatives. It may be used in the synthesis of 7-methoxy-2-naphthyl (MN)-derived xylosides in which the methoxy group served as a marker for NMR characterization and UV detection.

General Description

7-Methoxy-2-naphthol is a 7-substituted-2-naphthol. Crystal structure of 7-methoxy-2-naphthol has been reported. Reaction of 7-methoxy-2-naphthol with N-methyl-N-phenylhydrazine under thermal conditions has been reported.

Synthesis

582-17-2

77-78-1

5060-82-2

General method: a mixture of 2,7-dihydroxynaphthalene (500 mg, 2.64 mmol), dimethyl sulfate (0.5 ml, 5.3 mmol) and potassium carbonate (73.1 mg, 5.3 mmol) in acetonitrile (10 ml) was refluxed for 1 hour. After completion of the reaction, the solvent was removed by evaporation and the residue was poured into water and extracted with ethyl acetate. The organic layer was washed sequentially with water and brine, dried over anhydrous magnesium sulfate and subsequently concentrated under vacuum. The crude product was purified by silica gel column chromatography to afford 7-methoxy-2-naphthol using hexane/ethyl acetate (15:1) as eluent.

References

[1] Molecular Pharmacology, 2013, vol. 84, # 5, p. 726 - 735
[2] Patent: US2006/52378, 2006, A1. Location in patent: Page/Page column 112
[3] Journal fuer Praktische Chemie (Leipzig), 1916, vol. <2> 94, p. 25
[4] Journal of medicinal chemistry, 1971, vol. 14, # 11, p. 1023 - 1026

7-METHOXY-2-NAPHTHOL

Chemical Properties

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