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1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone

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1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone Basic information

Product Name:
1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone
Synonyms:
  • 2-Acetyl-4-fluorophenol
  • 1-(5-FLUORO-2-HYDROXY-P
  • 5-Fluoro-2-hydroxyphenyl(methyl) ketone
  • 5'-Fluoro-2'-hydroxyacetophenone,97%
  • JRH-01009, 1-(5-Fluoro-2-hydroxyphenyl)ethanone, 97%
  • 5’-fluoro-2’-hydroxy-acetophenon
  • Ethanone, 1-(5-fluoro-2-hydroxyphenyl)-
  • 5'-FLUORO-2'-HYDROXYACETOPHENONE
CAS:
394-32-1
MF:
C8H7FO2
MW:
154.14
EINECS:
206-893-5
Product Categories:
  • Aryl Fluorinated Building Blocks
  • Building Blocks
  • C7 to C8
  • C7-C8
  • Chemical Synthesis
  • Fluorinated Building Blocks
  • Adehydes, Acetals & Ketones
  • Fluorine Compounds
  • Phenols
  • C7 to C8
  • Acetophenone series
  • Organic Building Blocks
  • Organic Fluorinated Building Blocks
  • Other Fluorinated Organic Building Blocks
  • Alcohols and Derivatives
  • Carbonyl Compounds
  • Aromatic Acetophenones & Derivatives (substituted)
  • ketone
  • (intermediate of nebivolol)
  • Benzenes
  • Carbonyl Compounds
  • Ketones
  • 1
Mol File:
394-32-1.mol
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1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone Chemical Properties

Melting point:
56-58 °C(lit.)
Boiling point:
65-66 °C8 mm Hg(lit.)
Density 
1.1850 (estimate)
Flash point:
65-66°C/8mm
storage temp. 
Inert atmosphere,Room Temperature
form 
powder to crystal
pka
10.17±0.18(Predicted)
color 
White to Gray to Brown
Water Solubility 
Soluble 0.68 G/L
BRN 
2359087
CAS DataBase Reference
394-32-1(CAS DataBase Reference)
NIST Chemistry Reference
5-Fluoro-2-hydroxyacetophenone(394-32-1)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-37/39-36/37/39
WGK Germany 
3
RTECS 
AM8502300
HazardClass 
IRRITANT
HS Code 
29147000

MSDS

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1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone Usage And Synthesis

Chemical Properties

light yellow to beige-brown crystals 

Uses

5′-Fluoro-2′-hydroxyacetophenone has been used in the preparation of:

  • 1-(5-fluoro-2-hydroxyphenyl)-3-hydroxy-5-phenyl-2,4-pentadien-1-one
  • 3-hydroxy and 3-methoxyflavones
  • 3-hydroxy and 3-methoxy 2-styrylchromones

Definition

ChEBI: 1-(5-Fluoro-2-hydroxyphenyl)ethan-1-one is an aromatic ketone.

Preparation

Preparation by Fries rearrangement of 4-fluorophenyl acetate with aluminium chloride without solvent between 115° and 150° (88–89%).

General Description

5-fluoro-2-hydroxy acetophenone, also known as 2-ethanoyl-4-fluorophenol or 1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone, is a kind of important medicine intermediate, can be used as multiple beta-blockers synthetic intermediate, has vast market prospect.

Synthesis

The preparation method of 1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone under following steps:
Performing double esterification on amino groups and phenolic hydroxy in one step by taking amino-phenol as a raw material.
Performing Fries rearrangement under the condition of aluminum chloride/sodium chloride.
Heating a hydrolyzate after completing fluorine diazotization to obtain finished 1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone.

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