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| | 1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone Basic information |
| | 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) | | Fp | 65-66°C/8mm | | storage temp. | Inert atmosphere,Room Temperature | | pka | 10.17±0.18(Predicted) | | form | powder to crystal | | color | White to Gray to Brown | | Water Solubility | Soluble 0.68 G/L | | BRN | 2359087 | | InChI | 1S/C8H7FO2/c1-5(10)7-4-6(9)2-3-8(7)11/h2-4,11H,1H3 | | InChIKey | KOFFXZYMDLWRHX-UHFFFAOYSA-N | | SMILES | CC(=O)c1cc(F)ccc1O | | CAS DataBase Reference | 394-32-1(CAS DataBase Reference) | | NIST Chemistry Reference | 5-Fluoro-2-hydroxyacetophenone(394-32-1) |
| 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 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 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.
| | References | [1] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2016, vol. 55B, # 4, p. 492 - 500
[2] Tetrahedron, 2011, vol. 67, # 3, p. 641 - 649
[3] Journal of Medicinal Chemistry, 1987, vol. 30, # 5, p. 814 - 820
[4] Patent: WO2005/40163, 2005, A1. Location in patent: Page/Page column 58-59
[5] Synthetic Communications, 2008, vol. 38, # 15, p. 2507 - 2520 |
| | 1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone Preparation Products And Raw materials |
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