6-Methoxy-2-naphthol

Product Name: 6-Methoxy-2-naphthol
CAS No.: 5111-66-0
Chemical Name: 6-Methoxy-2-naphthol
Synonyms: Hydroxynerolin;Naproxen Impurity H;6-METHOXY-2-NAPHTHOL;Naproxen EP IMpurity H;6-methoxy-2-naphthalenol;6-METHOXY-NAPHTHALEN-2-OL;2-Naphthalenol, 6-methoxy-;2-HYDROXY-6-METHOXYNAPHTHALENE;6-Methoxynaphthalen-2-ol (Hydroxyne;6-Methoxy-2-naphthol >=97.0% (HPLC)
CBNumber: CB4121707
Molecular Formula: C11H10O2
Formula Weight: 174.2
MOL File: 5111-66-0.mol

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6-Methoxy-2-naphthol Property

Melting point:: 148-152 °C
Boiling point:: 336.7±15.0 °C(Predicted)
Density: 1.193±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 9.76±0.40(Predicted)
color: Off-White to Light Brown
BRN: 2043873
Stability:: Light Sensitive
InChI: InChI=1S/C11H10O2/c1-13-11-5-3-8-6-10(12)4-2-9(8)7-11/h2-7,12H,1H3
InChIKey: WWPKRXOOVICNJY-UHFFFAOYSA-N
SMILES: C1=C2C(C=C(OC)C=C2)=CC=C1O
CAS DataBase Reference: 5111-66-0(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36-37/39
WGK Germany: 3
F: 8-9-23
HS Code: 2909500090

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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

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PHR2526
Product name: Naproxen Impurity H
Purity: Pharmaceutical Secondary Standard; Certified Reference Material
Packaging: 100 mg
Price: $549
Updated: 2025/07/31

Sigma-Aldrich

Product number: 65125
Product name: 6-Methoxy-2-naphthol
Purity: ≥97.0% (HPLC)
Packaging: 5G
Price: $144
Updated: 2025/07/31

Sigma-Aldrich

Product number: 65125
Product name: 6-Methoxy-2-naphthol
Purity: ≥97.0% (HPLC)
Packaging: 25g
Price: $641
Updated: 2023/06/20

Sigma-Aldrich

Product number: 08129
Product name: 6-Methoxy-2-naphthol
Purity: pharmaceutical impurity standard
Packaging: 50mg
Price: $482
Updated: 2022/05/15

TRC

Product number: M262890
Product name: 6-Methoxy-2-naphthol
Packaging: 10g
Price: $265
Updated: 2021/12/16

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6-Methoxy-2-naphthol Chemical Properties,Usage,Production

Uses

6-Methoxy-2-naphthol is a reactant in the development of sirtuin inhibitors from pyrazolone and isoxazol-5-one cambinol analogs.

Synthesis

5111-65-9

5111-66-0

The general procedure for the synthesis of 6-methoxy-2-naphthol from 2-bromo-6-methoxynaphthalene was as follows: activated magnesium scrapings (7.5 mmol, 1.5 eq.) and 5 mL of anhydrous tetrahydrofuran (THF) were added to a flame-dried 25 mL round-bottom flask. Two drops of 1,2-dibromoethane were added to the suspension to initiate the reaction.After 5 min, a solution of 2-bromo-6-methoxynaphthalene (5 mmol, 1.0 eq.) dissolved in 5 mL of anhydrous THF was slowly added dropwise to the magnesium suspension at room temperature. A mild exothermic phenomenon was observed during the reaction. After confirming the formation of Grignard's reagent by titration, 1 mmol of this Grignard's reagent was taken and transferred to another flame-dried reaction flask. This solution was diluted with 3 mL of anhydrous THF and cooled to 0 °C in an ice-water bath before slowly adding a solution of oxaziridine (1.5 mmol, 1.5 equiv) dissolved in 1 mL of anhydrous THF. The ice water bath was removed and the reaction mixture was allowed to gradually warm up to room temperature. After the reaction was carried out for t time, the reaction was quenched with saturated aqueous ammonium chloride (NH4Cl) solution. The reaction mixture was diluted with 20 mL of saturated sodium chloride (NaCl) aqueous solution and 20 mL of ethyl acetate (EtOAc). The organic layer was separated and the aqueous layer was subjected to a secondary extraction with ethyl acetate (2 x 20 mL). All organic layers were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure. Finally, the residue was purified by fast column chromatography to obtain the target product 6-methoxy-2-naphthol.

References

[1] Synthesis, 2010, # 24, p. 4268 - 4272
[2] Nature Chemistry, 2017, vol. 9, # 7, p. 681 - 688
[3] Patent: US2018/57444, 2018, A1. Location in patent: Paragraph 0098; 0226; 0228
[4] Patent: CN104876912, 2017, B. Location in patent: Paragraph 0047; 0175-0178
[5] Organic and Biomolecular Chemistry, 2016, vol. 14, # 24, p. 5751 - 5754

6-Methoxy-2-naphthol Preparation Products And Raw materials

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6-Methoxy-2-naphthol Suppliers

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View Lastest Price from 6-Methoxy-2-naphthol manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 6-Methoxy-2-naphthol 5111-66-0
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-10-09

Career Henan Chemical Co

Product: 6-Methoxy-2-naphthol 5111-66-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10000KGS
Release date: 2019-12-31

5111-66-0, 6-Methoxy-2-naphtholRelated Search:

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6-METHOXY-2-NAPHTHOL

Naproxen Impurity 8（Naproxen EP Impurity H）

6-methoxy-2-naphthalenol

6-METHOXY-NAPHTHALEN-2-OL

2-HYDROXY-6-METHOXYNAPHTHALENE

Naproxen EP IMpurity H

6-Methoxy-2-naphthol >=97.0% (HPLC)

6-Methoxynaphthalen-2-ol (Hydroxyne

2-Naphthalenol, 6-methoxy-

Naproxen EP Impurity HQ: What is Naproxen EP Impurity H Q: What is the CAS Number of Naproxen EP Impurity H Q: What is the storage condition of Naproxen EP Impurity H Q: What are the applications of Naproxen EP Impurity H

Hydroxynerolin

Naproxen Impurity H

6-Methoxynaphthalen-2-ol (Hydroxynerolin)

5111-66-0

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