72867-72-2

Basic information

• Product Name: 2-Chlorophenyl benzyl ketone
• Synonyms: 2-CHLOROPHENYL BENZYL KETONE;1-(2-Chlorophenyl)-2-phenylethanone;2'-Chloro-2-phenylacetophenone;Benzyl 2-chlorophenyl ketone
• CAS NO: 72867-72-2
• Molecular Formula: C₁₄H₁₁ClO
• Molecular Weight: 230.69
• Mol File: 72867-72-2.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 330.231 °C at 760 mmHg
• Flash Point: 184.713 °C
• Appearance: /
• Density: 1.191
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.594
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 2-Chlorophenyl benzyl ketone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chlorophenyl benzyl ketone(72867-72-2)
• EPA Substance Registry System: 2-Chlorophenyl benzyl ketone(72867-72-2)

Safety Data

• Hazardous Substances Data: 72867-72-2(Hazardous Substances Data)

Usage

Description

2-Chlorophenyl benzyl ketone, also known as 2''-2''-Chloro-2-phenylacetophenone, is an organic compound that serves as a key intermediate in the synthesis of various chemical compounds. It is characterized by the presence of a chlorophenyl group attached to a benzyl ketone moiety, which provides unique chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
2-Chlorophenyl benzyl ketone is used as a synthetic intermediate for the preparation of 2,3,4,6-tetrasubstituted pyridine compounds. These pyridine compounds are of significant interest in the pharmaceutical industry due to their potential applications as therapeutic agents with diverse biological activities, such as antimicrobial, antiviral, and anticancer properties.
Used in Chemical Research:
In the field of chemical research, 2-Chlorophenyl benzyl ketone serves as a valuable building block for the synthesis of complex organic molecules and the development of new chemical reactions. Its unique structural features allow for further functionalization and modification, enabling the exploration of novel chemical space and the discovery of new compounds with potential applications in various industries.

InChI:InChI=1/C14H11ClO/c15-13-9-5-4-8-12(13)14(16)10-11-6-2-1-3-7-11/h1-9H,10H2

Upstream product

• 609-66-5 2-chlorobenzamide 
• 6921-34-2 benzylmagnesium chloride 
• 873-32-5 2-Chlorobenzonitrile 
• 1589-82-8 phenylmagnesium bromide 
• 2039-87-4 2-chlorostyrene 
• 100-63-0 phenylhydrazine 
• 1956-97-4 2-chlorobenzenediazonium tetrafluoroborate 
• 4747-15-3 1-(2-methoxyvinyl)benzene 
• 100-52-7 benzaldehyde 
• 103-82-2 phenylacetic acid 
• 610-96-8 methyl chlorobenzoate 
• 66985-47-5 2-chloro-α-[(trimethylsilyl)oxy]benzeneacetonitrile 
• 100-39-0 benzyl bromide 
• 3900-89-8 2-Chlorobenzeneboronic acid 

Downstream Products

• 313513-79-0 (Z)-2-phenyl-1-[2-(phenylsulfanyl)phenyl]-1-ethanone oxime 
• 313513-80-3 (E)-2-phenyl-1-[2-(phenylsulfanyl)phenyl]-1-ethanone oxime 
• 1384131-21-8 (Z)-1-t-butyldimethylsilyloxy-1-(2-chlorophenyl)-2-phenylethene 
• 34082-45-6 1-(2-chlorophenyl)-2-phenylethane-1,2-dione 
• 1325226-33-2 3-(2-chlorophenyl)-3-oxo-2-phenylpropanal 
• 574-12-9 isoflavone 
• 213381-48-7 2-phenyl-7-chloro-1-indanone 
• 313513-81-4 2-phenyl-1-[2-(phenylsulfanyl)phenyl]-1-ethanone 
• 100-52-7 benzaldehyde 
• 118-91-2 ortho-chlorobenzoic acid 
• 77989-09-4 3-o-chlorophenyl-4-phenyl-1,2,5-thiadiazole 
• 77989-14-1 2-(2-chlorophenyl)-4,6-diphenyl-1,3,5-triazine 

Relevant articles and documents

H2O2-mediated room temperature synthesis of 2-arylacetophenones from arylhydrazines and vinyl azides in water

An environmentally benign, cost-efficient and practical methodology for the room temperature synthesis of 2-arylacetophenones in water has been discovered. The facile and efficient transformation involves the oxidative radical addition of arylhydrazines with α-aryl vinyl azides in the presence of H2O2 (as a radical initiator) and PEG-800 (as a phase-transfer catalyst). From the viewpoint of green chemistry and organic synthesis, the present protocol is of great significance because of using cheap, non-toxic and readily available starting materials and reagents as well as amenability to gram-scale synthesis, which provides an attractive strategy to access 2-arylacetophenones.

Palladium-catalyzed synthesis of α-aryl acetophenones from styryl ethers and aryl diazonium saltsviaregioselective Heck arylation at room temperature

Preparation of α-aryl acetophenones from styryl ethers and aryldiazonium salts is described. The reaction is catalyzed by palladium acetate at room temperature in the absence of ligand and base. The developed method is highly attractive in terms of reaction conditions, substrate scope, functional group tolerance and yields. Synthetic applications of the present method are demonstrated by preparing α-aryl indoles and 3-aryl isocoumarin from styryl ethers.

Discovery of the First in Vivo Active Inhibitors of the Soluble Epoxide Hydrolase Phosphatase Domain

The emerging pharmacological target soluble epoxide hydrolase (sEH) is a bifunctional enzyme exhibiting two different catalytic activities that are located in two distinct domains. Although the physiological role of the C-terminal hydrolase domain is well-investigated, little is known about its phosphatase activity, located in the N-terminal phosphatase domain of sEH (sEH-P). Herein we report the discovery and optimization of the first inhibitor of human and rat sEH-P that is applicable in vivo. X-ray structure analysis of the sEH phosphatase domain complexed with an inhibitor provides insights in the molecular basis of small-molecule sEH-P inhibition and helps to rationalize the structure-activity relationships. 4-(4-(3,4-Dichlorophenyl)-5-phenyloxazol-2-yl)butanoic acid (22b, SWE101) has an excellent pharmacokinetic and pharmacodynamic profile in rats and enables the investigation of the physiological and pathophysiological role of sEH-P in vivo.