27798-43-2

Basic information

• Product Name: 2-(3-CHLOROPHENYL)ACETOPHENONE
• Synonyms: 2-(3-CHLOROPHENYL)ACETOPHENONE
• CAS NO: 27798-43-2
• Molecular Formula: C₁₄H₁₁ClO
• Molecular Weight: 230.69
• Mol File: 27798-43-2.mol
• Article Data: 11

Chemical Properties

• Melting Point: 43 °C
• Boiling Point: 350.6°Cat760mmHg
• Flash Point: 192.2°C
• Appearance: /
• Density: 1.191g/cm³
• Vapor Pressure: 4.34E-05mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: 2-(3-CHLOROPHENYL)ACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-CHLOROPHENYL)ACETOPHENONE(27798-43-2)
• EPA Substance Registry System: 2-(3-CHLOROPHENYL)ACETOPHENONE(27798-43-2)

Safety Data

• Hazardous Substances Data: 27798-43-2(Hazardous Substances Data)

Usage

General Description

2-(3-chlorophenyl)acetophenone is a chemical compound with the molecular formula C14H11ClO. It is a white crystalline solid with a slightly sweet odor. 2-(3-CHLOROPHENYL)ACETOPHENONE is used as a building block in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. It is also used as a flavoring agent and in the production of fragrances. 2-(3-chlorophenyl)acetophenone is considered to be a hazardous chemical and should be handled with care to prevent exposure and adverse health effects.

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

Upstream product

• 19514-06-8 α-(3-Chlorophenoxy)acetophenone 
• 53780-87-3 benzene 
• 587-04-2 m-Chlorobenzaldehyde 
• 1878-65-5 3-chlorophenylacetic acid 
• 71-43-2 benzene 
• 41904-39-6 3-chloro-benzeneacetyl chloride 
• 55-21-0 benzamide 
• 100-47-0 benzonitrile 
• 960-16-7 tributylphenylstannane 
• 766-80-3 1-bromomethyl-3-chlorobenzene 
• 13939-06-5 molybdenum hexacarbonyl 
• 100-42-5 styrene 
• 14763-20-3 3-chlorophenyl hydrazine 
• 134-81-6 benzil 

Downstream Products

• 5033-69-2 α-Brom-α-(3-chlor-phenyl)-acetophenon 
• 5087-17-2 4'-chlorobenzoin 
• 14161-66-1 2-(3-Chloro-phenyl)-2-methyl-1-phenyl-propan-1-one 
• 74533-86-1 2-(3-chloro-phenyl)-1-phenyl-ethylamine 
• 5038-55-1 α'-Acetoxy-α-brom-3-chlor-stilben 
• 5038-51-7 1-phenyl-2-m-chlorophenyl-2-chloroethanone 
• 1231307-73-5 4-(3-chlorophenyl)-5-(methylthio)-3-phenyl-1H-pyrazole 
• 7498-72-8 1-(3-chlorophenyl)-2-phenylethane-1,2-dione 
• 431892-74-9 2-(3-chlorophenyl)-3-phenylquinoxaline 
• 1283117-25-8 5-(3-chlorophenyl)-4-(3-ethoxy-4-hydroxy-5-nitrophenyl)-6-phenyl-3,4-dihydropyrimidin-2(1H)-one 

Relevant articles and documents

Oxaprozin Analogues as Selective RXR Agonists with Superior Properties and Pharmacokinetics

The retinoid X receptors (RXR) are ligand-activated transcription factors involved in multiple regulatory networks as universal heterodimer partners for nuclear receptors. Despite their high therapeutic potential in many pathologies, targeting of RXR has only been exploited in cancer treatment as the currently available RXR agonists suffer from exceptional lipophilicity, poor pharmacokinetics (PK), and adverse effects. Aiming to overcome the limitations and to provide improved RXR ligands, we developed a new potent RXR ligand chemotype based on the nonsteroidal anti-inflammatory drug oxaprozin. Systematic structure-activity relationship analysis enabled structural optimization toward low nanomolar potency similar to the well-established rexinoids. Cocrystal structures of the most active derivatives demonstrated orthosteric binding, and in vivo profiling revealed superior PK properties compared to current RXR agonists. The optimized compounds were highly selective for RXR activation and induced RXR-regulated gene expression in native cellular and in vivo settings suggesting them as excellent chemical tools to further explore the therapeutic potential of RXR.

Ruthenium(II)-Catalyzed Cross-Coupling of Benzoyl Formic Acids with Toluenes: Synthesis of 2-Phenylacetophenones

Herein, we report a direct method to synthesize 2-phenylacetophenone through a ruthenium(II)-catalyzed cross-coupling reaction between acyl and benzyl radical. The various derivatives of 2-phenylacetophenone were prepared easily in moderate to good yields. These reactions provide a straightforward pathway to synthesize a variety of ketones bearing various functional groups.

Palladium-Catalyzed Chemo- and Enantioselective C?O Bond Cleavage of α-Acyloxy Ketones by Hydrogenolysis

A chemoselective C?O bond cleavage of the ester alkyl side-chain of α-acyloxy ketones was realized for the first time by a highly efficient palladium-catalyzed hydrogenolysis (S/C=6000, the highest catalytic efficiency by far). Furthermore, a kinetic resolution of α-acyloxy ketones was first developed by enantioselective hydrogenolysis with good yields and up to 99 % ee.