7-METHOXY-2-NAPHTHOL

7-METHOXY-2-NAPHTHOL Property

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

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

F 

8-9-23

HS Code 

29071990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

7-METHOXY-2-NAPHTHOL Chemical Properties,Usage,Production

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

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