| Identification | More | [Name]
1-(5-Fluoro-2-hydroxyphenyl)-1-ethanone | [CAS]
394-32-1 | [Synonyms]
1-(5-FLUORO-2-HYDROXYPHENYL)-1-ETHANONE
1-(5-FLUORO-2-HYDROXYPHENYL)ETHAN-1-ONE
1-(5-FLUORO-2-HYDROXY-PHENYL)ETHANONE
2-HYDROXY-5-FLUOROACETOPHENONE
5'-FLUORO-2'-HYDROXYACETOPHENONE
5-FLUORO-2-HYDROXYACETOPHENONE
2-Acetyl-4-fluorophenol
5’-fluoro-2’-hydroxy-acetophenon
Ethanone, 1-(5-fluoro-2-hydroxyphenyl)-
5'-Fluoro-2'-Hydroxyacetophenone 1-(5-Fluoro-2-Hydroxyphenyl)ethan-1-one
2-Hydroxy-5-Fluoroacetophenone99%
5-Fluoro-2-hydroxyacetophenone,98%
5'-Fluoro-2'-hydroxyacetopheno
2-Acety-4-fluorophenol
5'-fluoro-2'-hydroxyacetophenone,1-(5-fluoro-2-hydroxy)ethanone
5'-Fluoro-2'-hydroxy Acetophenone
5-Fluoro-2-hydroxyphenyl(methyl) ketone | [EINECS(EC#)]
206-893-5 | [Molecular Formula]
C8H7FO2 | [MDL Number]
MFCD00011668 | [Molecular Weight]
154.14 | [MOL File]
394-32-1.mol |
| Chemical Properties | Back Directory | [Appearance]
light yellow to beige-brown crystals or | [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 | [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 | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
AM8502300
| [Hazard Note ]
Irritant | [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 |
| Hazard Information | Back Directory | [Chemical Properties]
light yellow to beige-brown crystals or | [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 |
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