446-22-0

Basic information

• Product Name: 2-Fluoropropiophenone
• Synonyms: 1-(2-FLUOROPHENYL)PROPAN-1-ONE;2'-FLUOROPROPIOPHENONE;2-FLUOROPROPIOPHENONE;ETHYL 2-FLUOROPHENYL KETONE;2-Fluoropropiophendne;2'-FLUOROPROPIOPHENONE 98%;2-Fluoropropiophenone99%;o-Fluoropropiophenone
• CAS NO: 446-22-0
• Molecular Formula: C₉H₉FO
• Molecular Weight: 152.17
• EINECS: 244-220-7
• Product Categories: Aromatic Propiophenones (substituted);Aromatics
• Mol File: 446-22-0.mol

Chemical Properties

• Boiling Point: 95-99 °C19 mm Hg(lit.)
• Flash Point: 175 °F
• Appearance: Pale yellow oil
• Density: 1.102 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.5043(lit.)
• Storage Temp.: -20?C Freezer
• Solubility: Chloroform, Methanol
• Water Solubility: Soluble in chloroform, methanol. Not miscible in water.
• BRN: 3235723
• CAS DataBase Reference: 2-Fluoropropiophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Fluoropropiophenone(446-22-0)
• EPA Substance Registry System: 2-Fluoropropiophenone(446-22-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 446-22-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-Fluoropropiophenone is used as a key intermediate in the synthesis of various organic compounds. Its chemical properties, including its pale yellow oil consistency, make it a versatile building block for creating a wide range of molecules with different applications across various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Fluoropropiophenone is used as a starting material for the development of new drugs. Its unique chemical structure allows for the creation of novel molecules with potential therapeutic properties, contributing to the advancement of medical treatments.
Used in Chemical Research:
2-Fluoropropiophenone is also employed in chemical research as a tool to study various reaction mechanisms and to develop new synthetic methods. Its properties make it an ideal candidate for exploring new pathways and techniques in organic chemistry.
Used in Material Science:
In the field of material science, 2-Fluoropropiophenone is used as a component in the development of new materials with specific properties. Its chemical structure can be manipulated to create materials with tailored characteristics, such as improved stability or enhanced reactivity.

Upstream product

• 394-47-8 2-fluorobenzonitrile 
• 156022-15-0 1-(2-fluorophenyl)-1-propanol 
• 446-52-6 2-Fluorobenzaldehyde 
• 133745-75-2 N-fluorobis(benzenesulfon)imide 
• 93-55-0 1-phenyl-propan-1-one 
• 4111-54-0 lithium diisopropyl amide 
• 58824-51-4 1-(2-fluorophenyl)-2-propen-1-ol 
• 1072-85-1 o-fluorobromobenzene 
• 56314-65-9 1-allyl-2-fluorobenzene 
• 54542-07-3 1-phenyl-propan-1-one-O-methyl-oxime 
• 925-90-6 ethylmagnesium bromide 

Downstream Products

• 186036-09-9 2-bromo-1-(2-fluorophenyl)-1-propanone 
• 394-35-4 methyl 2-fluorobenzoate 
• 851853-05-9 2-amino-4-(2-fluorophenyl)-5-methylthiophene-3-carboxylic acid ethyl ester 
• 58734-65-9 3-ethyl-1-methyl-1H-indazole 
• 211242-46-5 2-N-acetylamino-1-(2-fluorophenyl)-1-propanone 
• 211242-53-4 2-N,N-dibenzylamino-1-(2-fluorophenyl)-1-propanone 
• 1037739-37-9 2-ethyl-2-(2-fluorophenyl)oxirane 
• 1259438-69-1 4,6-dichloro-2-(2-fluorophenyl)-3-methylquinoline 
• 461037-07-0 1-(2-fluoro-5-nitrophenyl)propan-1-one 
• 1271949-63-3 (S)-3-amino-3-(2-fluoro-5-nitrophenyl)pentanoic acid 

Relevant articles and documents

Cobalt-Catalyzed Migrational Isomerization of Styrenes

An efficient cobalt-catalyzed migrational isomerization of styrenes was developed using the thiazoline iminopyridine (TIP) ligand. This reaction is operationally simple and atom-economical using readily available starting materials to access trisubstituted alkenes. Even when using a 0.1 mol % catalyst loading, the reaction could be conducted in neat and completed in 1 h with excellent conversion and high E stereoselectivity.

Synthesis of 2-fluorocholine aryl carbonyl compounds

The invention provides a method for synthesizing 2-fluoroarylcarbonyl compounds, which comprises the following steps: converting arylcarbonyl compounds into corresponding carbonyl oxime ether compounds, mildly implementing aryl hydrocarbon chain direct fluoridation of high-selectivity oximido substituent group ortho-position in the presence of a palladium catalyst, a fluoridation reagent and additives, and finally, rehydrolyzing oxime ethers under the action of acid to obtain the 2-fluoroarylcarbonyl compounds. The fluoridation method has the advantages of mild reaction conditions, high substrate adaptability, high fluoridation selectivity and the like, is simple to operate, and has higher application research value.

Direct conversion of allyl arenes to aryl ethylketones via a TBHP-mediated palladium-catalyzed tandem isomerization-Wacker oxidation of terminal alkenes

A TBHP-mediated palladium-catalyzed tandem isomerization-Wacker oxidation of terminal alkenes was developed. This methodology provides a new efficient and simple route for conversion of a range of allyl arenes directly into aryl ethylketones in good yields with high chemoselectivity.

ML212: A small-molecule probe for investigating fluconazole resistance mechanisms in Candida albicans

The National Institutes of Health Molecular Libraries and Probe Production Centers Network (NIH-MLPCN) screened >300,000 compounds to evaluate their ability to restore fluconazole susceptibility in resistant Candida albicans isolates. Additional counter screens were incorporated to remove substances inherently toxic to either mammalian or fungal cells. A substituted indazole possessing the desired bioactivity profile was selected for further development, and initial investigation of structure-activity relationships led to the discovery of ML212.

A facile synthesis of α-fluoro ketones catalyzed by [Cp*IrCl2]2

Allylic alcohols are isomerized into enolates (enols) by [Cp*IrCl2]2. The enolates react with Selectfluor present in the reaction media. This method produces α-fluoro ketones as single constitutional isomers in high yields. Georg Thieme Verlag Stuttgart. New York.

Diminished reactivity of ortho-substituted phenacyl bromides toward nucleophilic displacement

A systematic increase of substitution rates by tert-butylamine on α-bromopropiophenones is observed with meta or para substituents with increasing electron-withdrawing ability (k x 103 L M-1 min-1 = 12.7 (p-CH3), 15.7 (o-F), 20.5 (H), 20.0 (p-Cl), 23.6 (m-Cl), 27.3 (p-CF3)). Within an ortho-substituted series, the reactivities decrease (k x 103 L M-1 min-1 = 7.64 (o-OCH3), 5.31 (o-CH3), 2.85 (o-Cl), 2.40 (o-CF3)). Ortho-substitution results occur from rotational barrier effects and an Aδσ + Bδσ + repulsion. The major bonding contribution between reaction and α-substituent centers (A-B) is only the σ bond. When π bonding is allowed between A and B (meta/para-substitution), delocalization and stabilization of the reacting center occurs.

N-fluorosulfonimides and their application as fluorinating agents

The invention describes N-fluorosulfonimides which are useful as fluorinating agents. The N-fluorosulfonimides are stable, easily synthesized, and allow the introduction of fluorine into organic compounds under mild conditions.