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Home > Encyclopedia > 6-Methoxy-2-naphthol

6-Methoxy-2-naphthol

6-Methoxy-2-naphthol structure

6-Methoxy-2-naphthol 

structure
  • CAS No:

    5111-66-0

  • Formula:

    C11H10O2

  • Chemical Name:

    6-Methoxy-2-naphthol

  • Synonyms:

    6-METHOXY-2-NAPHTHOL;Naproxen EP IMpurity H;6-METHOXY-NAPHTHALEN-2-OL;2-HYDROXY-6-METHOXYNAPHTHALENE;6-Methoxy-2-naphthol >=97.0% (HPLC)

  • Categories:

    Pharmaceutical Intermediates  >  Oled Material Intermediate

6-Methoxy-2-naphthol Basic Attributes

174.199

174.068085

DL375UDR3E

149908

DTXSID70199117

2909500000

Characteristics

29.5

3.1

1.2±0.1 g/cm3

148-152 °C

336.7°C at 760 mmHg

211.8±5.3 °C

1.641

Safety Information

NONH for all modes of transport

3

R36/37/38

S26-S36

Xi:Irritant;

P261-P305 + P351 + P338

H315-H319-H335

|Warning|H315 (97.44%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

6-Methoxy-2-naphthol Use and Manufacturing

General procedure: To a flame-dried 25 mL round bottom flask was charged Activated Mg (7.5 mmol, 1.5 eq.) and 5 mL anhydrous THF. To this suspension was added 2 drops of 1, 2-dibromoethane. After 5 min, a solution of Aryl bromide (5 mmol, 1.0 eq.) in 5 mL anhydrous THF was slowly added to the suspension of Mg at room temperature. The reaction was mildly exothermic. The Grignard reagent was titrated and 1 mmol of this reagent was added to a flame-dried reaction vial. The solution was diluted with 3 mL anhydrous THF and after cooling to 0° C. in an ice bath, a solution of oxaziridine (1.5 mmol, 1.5 eq.) in 1 mL anhydrous THF was added. The ice bath was removed and the reaction was allowed to reach room temperature. After time t, the reaction was quenched with saturated aqueous NHThe B22 - 1 (1 g, 4.22 mmol) is dissolved in dioxane (5 ml) in, adding three (dibenzylidene acetone) two palladium (97 mg, 0 . 17 mmol) and 2 tert-butyl phosphine 2 ', 4', 6' - three isopropyl biphenyl (72 mg, 0 . 17 mmol), then adding dissolved in 5 ml water with potassium hydroxide (709 mg, 12 . 66 mmol), heating to 100 °C reaction 1.5 hours. After cooling to room temperature by adding 2 N HCl (20 ml), stirring 1 hour after concentrating under reduced pressure, methylene chloride (30 ml * 3) extraction, the combined organic phase, dried with anhydrous sodium sulfate, concentrated under reduced pressure to get the yellow solid (435 mg, 59percent).

Computed Properties

Molecular Weight:174.20
XLogP3:3.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:174.068079557
Monoisotopic Mass:174.068079557
Topological Polar Surface Area:29.5
Heavy Atom Count:13
Complexity:170
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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