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
- Molecular Weight:
- 174.2
- MDL Number:
- MFCD00088677
- MOL File:
- 5111-66-0.mol
- MSDS File:
- SDS
| 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) |
| FDA UNII | DL375UDR3E |
| UNSPSC Code | 12352200 |
| NACRES | NA.24 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P305+P351+P338 |
| target organs | Respiratory system |
| PPE | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36-37/39 |
| WGK Germany | 3 |
| F | 8-9-23 |
| HS Code | 2909500090 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
6-Methoxy-2-naphthol price More Price(61)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | PHR2526 | Naproxen Impurity H Pharmaceutical Secondary Standard; Certified Reference Material | 5111-66-0 | 100 mg | $593 | 2026-04-30 | Buy |
| Sigma-Aldrich | 65125 | 6-Methoxy-2-naphthol ≥97.0% (HPLC) | 5111-66-0 | 5G | $153 | 2026-04-30 | Buy |
| Sigma-Aldrich | 65125 | 6-Methoxy-2-naphthol ≥97.0% (HPLC) | 5111-66-0 | 25g | $641 | 2023-06-20 | Buy |
| Sigma-Aldrich | 08129 | 6-Methoxy-2-naphthol pharmaceutical impurity standard | 5111-66-0 | 50mg | $482 | 2022-05-15 | Buy |
| Usbiological | 281636 | 6-Methoxy-2-naphthol Asreported | 5111-66-0 | 5g | $419 | 2026-06-03 | Buy |
6-Methoxy-2-naphthol Chemical Properties,Uses,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
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Mashilabs (Shanghai) Co.,Ltd. | 19916721580 | mafarm@126.com | China | 4538 | 58 |
| Changzhou Xuanye Technology Co., Ltd | 15195022192; | 279776773@qq.com | China | 1999 | 58 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Shandong Xiya Chemical Co., Ltd | 13355009207 13355009207 | 3007715519@qq.com | China | 18722 | 57 |
| Syntechem Co.,Ltd | info@syntechem.com | China | 12973 | 57 | |
| Tianjin heowns Biochemical Technology Co., Ltd. | 400 638 7771 | sales@heowns.com | China | 14412 | 57 |
| Shanghai Aladdin Bio-Chem Technology Co.,LTD | 400-6206333 13167063860 | anhua.mao@aladdin-e.com | China | 29985 | 65 |
| Shanghai JONLN Reagent Co., Ltd. | 400-0066400 13621662912 | 422131432@qq.com | China | 9970 | 55 |
View Lastest Price from 6-Methoxy-2-naphthol manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2025-04-04 | 6-Methoxy-2-naphthol
5111-66-0
|
1KG | 98% | 1ton | Henan Aochuang Chemical Co.,Ltd.
|
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2020-01-01 | 6-Methoxy-2-naphthol
5111-66-0
|
$1.00 | 1KG | 99% | 10000KGS | Career Henan Chemical Co |
-
- 6-Methoxy-2-naphthol
5111-66-0
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- 6-Methoxy-2-naphthol
5111-66-0
- $1.00
- 99%
- Career Henan Chemical Co
