450-95-3

Basic information

• Product Name: 2'-FLUOROACETOPHENONE
• Synonyms: O-FLUOROACETOPHENONE;LABOTEST-BB LT01148268;2-fluoro-1-phenylethan-1-one;Phenacyl fluoride;Ethanone, 2-fluoro-1-phenyl- (9CI);1-Phenyl-2-fluoroethanone;α-Fluoroacetophenone;2-fluoro-1-phenylethanone
• CAS NO: 450-95-3
• Molecular Formula: C₈H₇FO
• Molecular Weight: 138.14
• EINECS: 207-156-0
• Product Categories: ACETYLHALIDE
• Mol File: 450-95-3.mol
• Article Data: 98

Chemical Properties

• Melting Point: 26-27
• Boiling Point: 187-189 °C(lit.)
• Flash Point: 143 °F
• Appearance: /
• Density: 1.137 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.507(lit.)
• CAS DataBase Reference: 2'-FLUOROACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-FLUOROACETOPHENONE(450-95-3)
• EPA Substance Registry System: 2'-FLUOROACETOPHENONE(450-95-3)

Safety Data

• Hazard Codes: Xi,F
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 450-95-3(Hazardous Substances Data)

Usage

Uses

2-Fluoroacetophenone is used in method for synthesizing -Fluorinated Ketone by hydrazonation of fatty chain monoketone.

Synthesis Reference(s)

Journal of the American Chemical Society, 76, p. 4137, 1954 DOI: 10.1021/ja01645a025Tetrahedron Letters, 28, p. 4733, 1987 DOI: 10.1016/S0040-4039(00)96612-7

InChI:InChI=1/C8H7FO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2

Upstream product

• 359-06-8 monofluoroacetyl chloride 
• 71-43-2 benzene 
• 459-72-3 ethyl 2-fluoroacetate 
• 3109-54-4 2-benzoyl-2-fluoro-3-oxo-3-phenyl-propionic acid ethyl ester 
• 70-11-1 α-bromoacetophenone 
• 384-66-7 2,2-dichloro-2-fluoro-1-phenylethanone 
• 79-37-8 oxalyl dichloride 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 
• 765-43-5 Cyclopropyl methyl ketone 
• 459-57-4 4-fluorobenzaldehyde 
• 1439-36-7 1-triphenylphosphoranylidene-2-propanone 
• 353-50-4 Carbonyl fluoride 
• 13466-30-3 (1-phenylethylidene)hydrazine 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 

Downstream Products

• 442-69-3 1-phenacyl-quinolinium; fluoride 
• 337-72-4 2-fluoro-1,1-diphenylethan-1-ol 
• 447-15-4 α-chloro-α-fluoroacetophenone 
• 321-75-5 α-bromo-α-fluorophenylethanone 
• 450-94-2 2-fluoro-1-phenylethanol 
• 403-12-3 2-fluoro-1-(3-nitrophenyl)ethanone 
• 395-17-5 1-fluoro-2-oxo-2-phenyl-ethanesulfonic acid 
• 37032-50-1 Acetic acid (Z)-2-fluoro-3-oxo-3-phenyl-propenyl ester 
• 137586-50-6 4-Fluoro-3-(4-fluoro-phenyl)-2-isobutyryl-5-oxo-5-phenyl-pentanoic acid ethyl ester 
• 124382-14-5 1,1,2-trifluoroethyl phenyl ether 
• 82255-41-2 (R)-(-)-2-fluoro-1-phenylethanol 
• 75600-46-3 1-phenyl-1,1,2-trifluoroethane 
• 98-86-2 acetophenone 
• 450-94-2 (+)-2-fluoro-1-phenylethanol 

Relevant articles and documents

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Synthesis method of alpha or beta-substituted aromatic ketone

The invention discloses a synthesis method of alpha-or beta-substituted aromatic ketone. The method comprises the following steps: under the condition of inert gas, reacting alpha-oxo-aryl ethanone compounds, B2pin2, PDI-CoCl2 and MBHEt3 in an organic solvent at room temperature, then adding a compound 2, and continuously reacting to obtain a compound 3, wherein in the MBHEt3, M is an alkali metal; the compound 2 is selected from the group consisting of deuterated methanol, Selectfluoro, a TogniII reagent or R2CHO; R2 is an aromatic substituent or alkyl; the organic solvent is an aprotic organic solvent. According to the method, the alpha-oxo aryl ethanone is used as a raw material, a cheap and stable boron reagent and an efficient cobalt catalyst which is cheap and easy to obtain are used, an activating reagent MBHEt3 is added to generate an enol boron ether intermediate, then the enol boron ether intermediate and different electrophilic reagents are synthesized into alpha-or beta-substituted aromatic ketone, the reaction is carried out at normal temperature, and the operation is convenient.

Alpha-fluorochalcone derivative and application thereof

The invention provides an alpha-fluorochalcone derivative and application thereof. The derivative comprises pharmaceutically acceptable salt of the derivative. The invention also provides an application of the derivative and the pharmaceutically acceptable salt thereof in preparation of drugs for treating PPAR receptor related diseases. The derivative provided by the invention has the characteristics of good in-vivo absorption, high bioavailability and strong drug effect, thereby having huge clinical application value.

Steric-Free Bioorthogonal Labeling of Acetylation Substrates Based on a Fluorine-Thiol Displacement Reaction

We have developed a novel bioorthogonal reaction that can selectively displace fluorine substitutions alpha to amide bonds. This fluorine-thiol displacement reaction (FTDR) allows for fluorinated cofactors or precursors to be utilized as chemical reporters, hijacking acetyltransferase-mediated acetylation both in vitro and in live cells, which cannot be achieved with azide- or alkyne-based chemical reporters. The fluoroacetamide labels can be further converted to biotin or fluorophore tags using FTDR, enabling the general detection and imaging of acetyl substrates. This strategy may lead to a steric-free labeling platform for substrate proteins, expanding our chemical toolbox for functional annotation of post-translational modifications in a systematic manner.