21886-56-6

Basic information

• Product Name: 2,3'-Dichloroacetophenone
• Synonyms: 3-CHLOROPHENACYL CHLORIDE;A,3-DICHLOROACETOPHENONE;α,3-DICHLOROACETOPHENONE;3-CHLORO-ALPHA-CHLOROACETOPHENONE;alpha ,3-Dichloroacetophenone;2,3''-DICHLOROACETOPHENONE 99+%;2,3'-Dichloroacetophenone;2-Chloro-1-(3-chlorophenyl)ethanone
• CAS NO: 21886-56-6
• Molecular Formula: C₈H₆Cl₂O
• Molecular Weight: 189.04
• Mol File: 21886-56-6.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 283.7 °C at 760 mmHg
• Flash Point: 118.2 °C
• Appearance: /
• Density: 1.31 g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,3'-Dichloroacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3'-Dichloroacetophenone(21886-56-6)
• EPA Substance Registry System: 2,3'-Dichloroacetophenone(21886-56-6)

Safety Data

• Hazard Codes: C
• Hazardous Substances Data: 21886-56-6(Hazardous Substances Data)

Usage

Uses

2,3''-Dichloroacetophenone is used as a reagent in the synthesis of benzothiazepinones (BTZs) as novel non-ATP competitive inhibitors of glycogen synthase kinase-3β (GSK-3β). Also used as a reagent in the synthesis of benzimidazolyl pyridinones as insulin-like growth factor I (IGF-1R) kinase inhibitors.

Upstream product

• 766-83-6 m-chlorophenylacetylene 
• 64-19-7 acetic acid 
• 67-56-1 methanol 
• 99-02-5 3'-Chloroacetophenone 
• 41011-01-2 2-bromo-1-(3-chloro-phenyl)-ethanone 
• 2039-85-2 3-Chlorostyrene 
• 84553-19-5 m-(2-Chlorethinyl)-chlorbenzol 
• 108-37-2 1-bromo-3-chlorobenzene 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 106262-93-5 (+)-2-chloro-1-(3-chlorophenyl)ethanol 
• 67829-05-4 1-(3-chlorophenyl)-2-hydroxyethanone 
• 247179-34-6 1-(3-chlorophenyl)-2-methoxyethan-1-one 
• 1014980-13-2 1-(3-chlorophenyl)-4-phenylbutane-1,4-dione 
• 1415240-34-4 C₁₇H₁₈ClNO 
• 1234320-89-8 7-(3-chlorophenyl)-1-(4-fluorophenyl)-5,6-dihydropyrazolo[3,4-e][1,4]diazepin-4(1H)-one 
• 1234320-83-2 5-[2-(3-chlorophenyl)-2-oxoethyl]-1-(4-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one 
• 1259488-58-8 8-(4-(3-chlorophenyl)thiazol-2-yl)-3-(prop-2-ynyl)imidazo[5,1-d][1,2,3,5]tetrazin-4(3H)-one 
• 174699-78-6 (S)-2-chloro-1-(3-chlorophenyl)-ethanol 

Relevant articles and documents

One-step synthesis of α-Chloro acetophenones from acid chlorides and Aryl precursors

A direct and efficient method was developed for the preparation of a variety of substituted acetophenone derivatives from readily available arene precursors and acid chlorides. This method has significant generality and affords access to substitution patt

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.

CV-driven Optimization: Cobalt-Catalyzed Electrochemical Expedient Oxychlorination of Alkenes via ORR

Instead of screening reaction conditions by yield-based chemical trial-and-error, potential-based cyclic voltammetry was alternatively employed for optimization of electrochemical oxychlorination of alkenes. With this unconventional screening method, the catalyst system including catalysts, molar ratio of chloride sources and solvents were identified in a rational, time- and energy-efficient manner. The optimal catalytic system in combination with oxygen reduction reaction enabled broad substrate scopes for the desired transformation by taking advantages of persistent radical effect. UV-vis and CV titration experiments confirmed the in-situ formed catalytic species [CoCl5]. Moreover, cyclic voltammetry was applied to obtain mechanistic insights in our reaction system. (Figure presented.).