4-Fluoronaphthalen-1-ol
- Product Name
- 4-Fluoronaphthalen-1-ol
- CAS No.
- 315-53-7
- Chemical Name
- 4-Fluoronaphthalen-1-ol
- Synonyms
- 4-Fluoro-1-naphthol.;4-Fluoronaphthalen-1-ol;4-Fluoro-1-naphthalenol;1-Naphthalenol, 4-fluoro-;4-Fluoronaphthalen-1-ol 95+%;4-Fluoro-1-hydroxynaphthalene;1-Fluoro-4-hydroxynaphthalene
- CBNumber
- CB41457492
- Molecular Formula
- C10H7FO
- Formula Weight
- 162.16
- MOL File
- 315-53-7.mol
4-Fluoronaphthalen-1-ol Property
- Melting point:
- 115 °C
- Boiling point:
- 312.9±15.0 °C(Predicted)
- Density
- 1.285±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 9.73±0.40(Predicted)
- color
- Dark Brown
Safety
- HazardClass
- IRRITANT
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- F595270
- Product name
- 4-Fluoro-1-naphthalenol
- Packaging
- 250mg
- Price
- $85
- Updated
- 2021/12/16
- Product number
- 066671
- Product name
- 4-Fluoronaphthalen-1-ol
- Packaging
- 500mg
- Price
- $134
- Updated
- 2021/12/16
- Product number
- 066671
- Product name
- 4-Fluoronaphthalen-1-ol
- Packaging
- 1g
- Price
- $204
- Updated
- 2021/12/16
- Product number
- 2601-3-1B
- Product name
- 4-Fluoronaphthalen-1-ol
- Packaging
- 1g
- Price
- $292
- Updated
- 2021/12/16
- Product number
- PC409501
- Product name
- 4-Fluoronaphthalen-1-ol
- Purity
- 95+%
- Packaging
- 1g
- Price
- $425
- Updated
- 2021/12/16
4-Fluoronaphthalen-1-ol Chemical Properties,Usage,Production
Chemical Properties
Pale Brown Solid
Uses
4-Fluoro-1-naphthalenol (cas# 315-53-7) is a compound useful in organic synthesis.
Synthesis Reference(s)
The Journal of Organic Chemistry, 60, p. 6592, 1995 DOI: 10.1021/jo00125a055
Synthesis
172033-73-7
315-53-7
General procedure for the synthesis of 1-hydroxy-4-fluoronaphthalene from 4-fluoro-1-naphthaldehyde: 4-fluoro-1-naphthaldehyde (3.1 g, 17.8 mmol) and dichloromethane (80 mL) were added to a 250 mL three-necked flask. To this clarified solution, m-chloroperoxybenzoic acid (MCPBA, 6.7 g, 19.5 mmol, 1.1 eq.) was slowly added at 0 °C in an ice bath. It was observed that the reaction solution gradually changed to a white suspension. The reaction mixture was stirred and naturally warmed to room temperature under nitrogen protection and reacted overnight. After about 18 hours, the reaction mixture was pale yellow in color, 20% aqueous sodium thiosulfate (40 mL) was added and stirred for 45 minutes at room temperature. 20% aqueous sodium thiosulfate solution (30 mL) was added again and the mixture was transferred to a partition funnel. The organic and aqueous phases were separated and the aqueous phase was back-extracted with dichloromethane (3 x 50 mL). The organic phases were combined and washed sequentially with 20% aqueous sodium thiosulfate (2 x 40 mL) and saturated aqueous sodium chloride (80 mL). The organic phase was concentrated under reduced pressure to give an off-white solid residue. The residue was dissolved in a solvent mixture of methanol (50 mL) and tetrahydrofuran (50 mL) and cooled to 0 °C in an ice bath. To the mixture, 3.0 M potassium hydroxide methanol solution (30 mL) was slowly added, and the rate of addition was controlled so that the reaction temperature was below 5 °C, and the color of the solution gradually changed from light yellow to dark brown. After addition, the reaction mixture was continued to be stirred at 0°C for 30 min. The pH of the reaction solution was adjusted to 1 with concentrated hydrochloric acid (8.0 mL), the solution turned yellow, and stirring was continued for 1 hour. The reaction solution was diluted with water (50 mL) and transferred to a separatory funnel and the aqueous phase was extracted with dichloromethane (3 x 80 mL). The organic phases were combined and washed with water and saturated aqueous sodium chloride solution (180 mL each), respectively. The organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to give a beige solid crude product. The crude product was purified by Biotage Fast Chromatography System (elution gradient: 5% to 50% dichloromethane/hexane) to give 1.51 g (54% yield) of the target compound 1-hydroxy-4-fluoronaphthalene as a tan solid.
References
[1] Patent: CN105566284, 2016, A. Location in patent: Paragraph 0269; 0270
[2] Journal of Organic Chemistry, 1995, vol. 60, # 20, p. 6592 - 6594
[3] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 13, p. 3481 - 3486
[4] Patent: WO2008/409, 2008, A1. Location in patent: Page/Page column 153-154
4-Fluoronaphthalen-1-ol Preparation Products And Raw materials
Raw materials
Preparation Products
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