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

Description

2'-FLUOROACETOPHENONE is an organic compound that belongs to the class of acetophenones, characterized by the presence of a fluorine atom at the 2' position. It is a versatile building block in the synthesis of various organic molecules and has potential applications in different industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
2'-FLUOROACETOPHENONE is used as a synthetic intermediate for the production of -Fluorinated Ketones. These fluorinated compounds are valuable in the development of pharmaceuticals, as they can exhibit improved pharmacokinetic properties, such as increased lipophilicity and metabolic stability, compared to their non-fluorinated counterparts.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2'-FLUOROACETOPHENONE serves as a key building block for the preparation of various organic molecules, including fluorinated derivatives with potential applications in materials science, agrochemistry, and other specialized fields. The unique reactivity of the fluorinated group in 2'-FLUOROACETOPHENONE allows for the development of novel synthetic routes and the creation of new molecular structures with tailored properties.
Used in Method for Synthesizing -Fluorinated Ketone:
2'-FLUOROACETOPHENONE is used as a starting material in the hydrazonation of fatty chain monoketone, a method for synthesizing -Fluorinated Ketones. This process involves the formation of a hydrazone intermediate, which can then be converted to the desired fluorinated ketone product. The use of 2'-FLUOROACETOPHENONE in this method highlights its utility in the synthesis of complex molecular structures with potential applications in various industries.

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

• 3282-32-4 2-diazo-acetophenone 
• 98-86-2 acetophenone 
• 89263-98-9 difluoro-1,2 phenyl-2 trimethylsilyl ethylene-(Z) 
• 135774-34-4 o-bromo-α-fluoroacetophenone 
• 74-86-2 acetylene 
• 1885-29-6 anthranilic acid nitrile 
• 70-11-1 α-bromoacetophenone 
• 100-42-5 styrene 
• 82961-73-7 5-((hydroxy)(phenyl)methylene)-2,2-dimethyl-[1,3]dioxane-4,6-dione 
• 98-88-4 benzoyl chloride 
• 3109-54-4 2-benzoyl-2-fluoro-3-oxo-3-phenyl-propionic acid ethyl ester 
• 62861-51-2 phenacyl trifluoromethanesulfonate 
• 6907-74-0 N-(1-phenylethylidene)-1-propanamine 
• 532-27-4 1-chloroacetophenone 

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 
• 41343-12-8 (Z)-1,3-diphenyl-2-fluoro-2-propen-1-one 
• 37032-50-1 Acetic acid (Z)-2-fluoro-3-oxo-3-phenyl-propenyl ester 
• 721-04-0 2-phenoxy-1-phenylethanone 
• 7228-40-2 1-(benzo[d][1,3]dioxol-4-yl)ethanol 
• 133463-64-6 Ethyl 3-(2-isobutyrylphenylamino)-3-oxopropanoate 
• 779-53-3 4-morpholinylacetophenone 
• 720-43-4 2-fluoro-1,2-diphenylethanone 

Relevant articles and documents

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Organo-catalyzed Michael addition of 2-fluoro-2-arylacetonitriles

An efficient synthesis of a variety of 2-arylacetonitriles containing a fluorinated stereogenic center through organo-catalyzed Michael addition reaction of 2-fluoro-2-arylacetonitriles has been developed. This protocol uses a cheap organocatalyst (DBU) and has a broad substrate scope: α, β-unsaturated ketones, esters, nitriles and sulfones were all successfully reacted. Importantly, water proved to be a good solvent for this reaction.

Direct Trifluoromethoxylation without OCF3-Carrier through In Situ Generation of Fluorophosgene

Owing to the high interest in the OCF3 group for pharmaceutical and agrochemical applications, trifluoromethoxylation received great attention in the last years with several new methods for this approach towards OCF3-comprising compounds. Yet, it most often requires the beforehand preparation of specific F3CO? transfer reagents, which can be toxic, expensive, unstable, and/or generate undesired side-products upon consumption. To circumvent this, the in-situ generation of gaseous fluorophosgene from triphosgene, its conversion by fluoride into the OCF3 anion, and the direct use of the latter in nucleophilic substitutions is an appealing strategy, which, although recently approached, has not been fully exploited. We disclose herein our efforts towards this aim.

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.