403-12-3

Usage

Uses

Used in Research Applications:
Ethanone, 2-fluoro-1-(3-nitrophenyl)(9CI) is used as a research chemical for studying its unique properties and potential interactions with other compounds. Its distinct structure allows scientists to explore its reactivity and behavior in various chemical reactions, contributing to the advancement of chemical knowledge.
Used in Pharmaceutical Applications:
In the pharmaceutical industry, Ethanone, 2-fluoro-1-(3-nitrophenyl)(9CI) is utilized as an intermediate or building block in the synthesis of various drug molecules. Its unique chemical properties enable the development of new pharmaceutical compounds with potential therapeutic benefits. Additionally, its reactivity can be harnessed to modify existing drugs, enhancing their efficacy or reducing side effects.
Used in Chemical Synthesis:
Ethanone, 2-fluoro-1-(3-nitrophenyl)(9CI) is employed as a key component in the synthesis of various organic compounds. Its fluoro and nitrophenyl groups provide opportunities for further functionalization and modification, leading to the creation of new molecules with diverse applications in various industries.
Used in Material Science:
In the field of material science, Ethanone, 2-fluoro-1-(3-nitrophenyl)(9CI) can be used to develop novel materials with specific properties. Its unique structure and reactivity can contribute to the design of materials with improved performance characteristics, such as enhanced stability, reactivity, or selectivity.

Upstream product

• 450-95-3 2-fluoroacetophenone 
• 67-56-1 methanol 
• 121-89-1 3-Nitroacetophenone 
• 2227-64-7 3'-nitro-2-bromoacetophenone 

Downstream Products

• 202197-29-3 1-benzyl-3-methyl-1H-indazol-5-ylamine 
• 1446417-99-7 2-fluoro-1-(3-nitrophenyl)ethanol 
• 1446417-92-0 2-fluoro-1-(3-nitrophenyl)ethanol 

Relevant academic research and scientific papers

Fluorination of α-bromomethyl aryl ketones with fluorohydrogenate-based ionic liquids

Fluorination of α-bromomethyl aryl ketones using fluorohydrogenate-based ionic liquids as fluorinating reagent is described. Reaction of various α-bromomethyl aryl ketones (1a-g) with fluorohydrogenate-based ionic liquids such as EMIMF·(HF)2.3, PYR13F·(HF)2.3 or PYR14F·(HF)2.3 as a fluoride ion source in anhydrous THF led to the formation of the corresponding α-fluoromethyl aryl ketones (2a-g) in very good yield. Compared to alternative fluorinating agents for this reaction, fluorohydrogenate-based ionic liquids are safer to handle and have the potential to be less expensive and more selective.

Synthesis of enantiopure fluorohydrins using alcohol dehydrogenases at high substrate concentrations

The use of purified and overexpressed alcohol dehydrogenases to synthesize enantiopure fluorinated alcohols is shown. When the bioreductions were performed with ADH-A from Rhodococcus ruber overexpressed in E. coli, no external cofactor was necessary to obtain the enantiopure (R)-derivatives. Employing Lactobacillus brevis ADH, it was possible to achieve the synthesis of enantiopure (S)-fluorohydrins at a 0.5 M substrate concentration. Furthermore, due to the activated character of these substrates, a huge excess of the hydrogen donor was not necessary.

One-pot α-nucleophilic fluorination of acetophenones in a deep eutectic solvent

Two methods of nucleophilic fluorination to prepare α-fluoroacetophenones from α-bromoacetophenones by using KF with PEG-400 or TBAF with ZnF2 are described. On the fundamental of nucleophilic fluorination, a novel method of one-pot fluorination to prepare α-fluoroacetophenones directly from acetophenones in DES was developed.

Microwave assisted fluorination: an improved method for side chain fluorination of substituted 1-arylethanones

A two-step, one-pot microwave (MW) assisted fluorination of 1-arylethanones to their corresponding 1-aryl-2-fluoroethanones has been developed. The first step utilises Selectfluor as a fluorinating agent in methanol forming 1-aryl-2-fluoroethanones and their corresponding dimethyl acetals. In the second step, water is added and Selectfluor acts as a Lewis acid in the hydrolytic cleavage of the dimethyl acetals. Compared to the thermal synthesis, the MW assisted method leads to a reduction in reaction time both in the fluorination and for the dimethyl acetal cleavage. Moreover, the one-pot procedure reduces reagent and solvent consumption. The method is best suited for the preparation of 1-aryl-2-fluoroethanones containing substituents that deactivates electrophilic aromatic substitution, however highly electron deficient ketones such as 1-(3,5-dinitrophenyl)ethanone reacts more slowly. Reactions using electron rich aromatic ketones had a low regioselectivity, and also produced fluoroaromatic products.

Novel entry to aryl α-fluoromethyl ketones via sodium hydroxide-induced hydrolysis of fluorinated enol tosylates

Abstract: 1-Aryl-substituted 2,3,3-trifluoro-1-propenyl p-toluene-sulfonate 1 was smoothly hydrolyzed in a mixed solvent of dimethyl sulfoxide-water (1:1) in the presence of sodium hydroxide at 80 °C to afford the corresponding aryl α-monofluoromethyl ketones 2 in fair to good yields.