1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone
- CAS NO.：394-32-1
- Empirical Formula: C8H7FO2
- Molecular Weight: 154.14
- MDL number: MFCD00011668
- EINECS: 206-893-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-03-07 16:58:36
What is 1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone?
Chemical properties
light yellow to beige-brown crystals
The Uses of 1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone
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
Preparation
Preparation by Fries rearrangement of 4-fluorophenyl acetate with aluminium chloride without solvent between 115° and 150° (88–89%).
Definition
ChEBI: 1-(5-Fluoro-2-hydroxyphenyl)ethan-1-one is an aromatic ketone.
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.
Properties of 1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone
| 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) |
Safety information for 1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone
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