53688-17-8

Basic information

• Product Name: Ethanone, 2-chloro-1-(2-fluorophenyl)- (9CI)
• Synonyms: Ethanone, 2-chloro-1-(2-fluorophenyl)- (9CI);2-chloro-1-(2-fluorophenyl)ethanone;2-Fluorophenacyl Chloride;o-Fluorophenacyl Chloride
• CAS NO: 53688-17-8
• Molecular Formula: C₈H₆ClFO
• Molecular Weight: 172.5840432
• Product Categories: ACETYLHALIDE;Aromatics;Intermediates
• Mol File: 53688-17-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 234.0±15.0 °C(Predicted)
• Appearance: /
• Density: 1.263±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly), Dichloromethane
• CAS DataBase Reference: Ethanone, 2-chloro-1-(2-fluorophenyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2-chloro-1-(2-fluorophenyl)- (9CI)(53688-17-8)
• EPA Substance Registry System: Ethanone, 2-chloro-1-(2-fluorophenyl)- (9CI)(53688-17-8)

Safety Data

• Hazardous Substances Data: 53688-17-8(Hazardous Substances Data)

Usage

Description

Ethanone, 2-chloro-1-(2-fluorophenyl)(9CI), also known as 2-Fluorophenacyl Chloride, is a 2-fluoro substituted α-chloro acetophenone. It is a chemical compound that serves as a synthetic intermediate in the pharmaceutical industry, particularly for the development of neurologically active pharmaceutical compounds.

Uses

Used in Pharmaceutical Industry:
Ethanone, 2-chloro-1-(2-fluorophenyl)(9CI) is used as a synthetic intermediate for the development of neurologically active pharmaceutical compounds. Its unique chemical structure allows it to be a key component in the synthesis of various drugs that target the central nervous system, potentially leading to the creation of novel treatments for neurological disorders and conditions.

Upstream product

• 394-46-7 2-fluorostyrene 
• 655-15-2 2-bromo-2'-fluoroacetophenone 
• 445-27-2 2'-Fluoroacetophenone 
• 67-56-1 methanol 

Downstream Products

• 445-27-2 2'-Fluoroacetophenone 
• 74249-17-5 (S)-2-(2-fluorophenyl)oxirane 
• 1037739-41-5 2-(2-fluorophenyl)-2-phenyloxirane 
• 179408-12-9 1-(4-fluorophenyl)-2-[(2-methyl-2H-1,2,4-triazol-3-yl)thio]ethanone 
• 49851-49-2 6-chloro-2-(2-fluoro-phenyl)-3H-pyrido[2,3-b][1,4]thiazine 
• 49851-46-9 6-chloro-2-(2-fluoro-phenyl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazin-2-ol 

Relevant articles and documents

A practical synthesis of α-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions

A practical synthesis of α-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions has been developed. In the presence of PhI(OAc)2 as promoter and under ambient conditions, the reactions of styrenes and triiodomethane undergo the transformation smoothly to deliver the corresponding α-iodoketones without additional photocatalyst in good yields under sunlight irradiation. Meanwhile, the reactions of styrenes with tribromomethane and trichloromethane generate the desired α-bromoketones and α-chloroketones in high yields by using Ru(bpy)3Cl2 as a photocatalyst under blue LED (450–455 nm) irradiation.

High-yielding aqueous synthesis of chloroacetophenones and aroyl chlorohydrins

The use of large amounts of volatile organic solvents in industrial chemical processes contributes to widespread environmental pollution. To help solve this problem, water and a phase transfer catalyst were used to replace organic solvents in the transformations of bromoacetophenones into chloroacetophenones and aroyl epoxides into aroyl chlorohydrins. The reactions were promoted by sulfonyl chlorides and gave quantitative or close to quantitative yields. Notably, chromatographic purification, which is laborious and consumes large amounts of organic solvents, was not needed. These two processes have opened a green and cost-effective channel to prepare the chemical intermediates chloroacetophenones and aroyl chlorohydrins. The reaction mechanisms are discussed based on control experiments.