6332-83-8

Basic information

• Product Name: 2-(4-CHLOROPHENYL)-1-PHENYLETHANONE
• Synonyms: Ethanone, 2-(4-chlorophenyl)-1-phenyl-;Nsc 38739;2-(p-Chlorophenyl)acetophenone;4-Chlorobenzyl phenyl ketone;p-Chlorobenzyl phenyl ketone
• CAS NO: 6332-83-8
• Molecular Formula: C₁₄H₁₁ClO
• Molecular Weight: 230.7
• Mol File: 6332-83-8.mol
• Article Data: 64

Chemical Properties

• Melting Point: 138℃
• Boiling Point: 351℃
• Flash Point: 192℃
• Appearance: /
• Density: 1.191
• Refractive Index: 1.708
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(4-CHLOROPHENYL)-1-PHENYLETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-CHLOROPHENYL)-1-PHENYLETHANONE(6332-83-8)
• EPA Substance Registry System: 2-(4-CHLOROPHENYL)-1-PHENYLETHANONE(6332-83-8)

Safety Data

• Hazardous Substances Data: 6332-83-8(Hazardous Substances Data)

Usage

Uses

2-(4-Chlorophenyl)-1-phenylethanone is an intermediate in the synthesis of pyrrobutamine which is antihistaminic. Also used as a reagent on the synthesis of 2,3-diaryl-6,7-dihydro-5H-1,4-diazepines which display antileukemic annd antiplatelet properties.

InChI:InChI=1/C12H8ClN3O4S/c13-8-4-3-7(6-9(8)16(18)19)14-12(21)15-11(17)10-2-1-5-20-10/h1-6H,(H2,14,15,17,21)

Upstream product

• 60-29-7 diethyl ether 
• 925-90-6 ethylmagnesium bromide 
• 71-43-2 benzene 
• 39774-18-0 p-chlorobenzoin 
• 80351-83-3 N-Benzyl-N-[(4-chloro-benzylsulfanyl)-phenyl-methyl]-benzamide 
• 27975-74-2 ethyl-(α-chloro-benzyl)-ether 
• 13676-09-0 (ethoxy-phenyl-methyl)phosphonic acid diethyl ester 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 140-53-4 p-chlorobenzyl cyanide 
• 26037-50-3 tri(4-chloro)benzyl aluminium 
• 100-52-7 benzaldehyde 
• 108-86-1 bromobenzene 

Downstream Products

• 109442-91-3 4-chloro-benzil-α oxime 
• 43024-03-9 2-bromo-2-(4-chlorophenyl)-1-phenylethanone 
• 5960-20-3 5-(4-chloro-phenyl)-2,3-dimethyl-4-phenyl-thiazolium; iodide 
• 69643-34-1 3-(4-chloro-phenyl)-4-phenyl-[1,2,5]thiadiazole 
• 36122-12-0 2,3-bis(4-chlorophenyl)-1,4-diphenylbutane-1,4-dione 
• 14310-22-6 4-chlorobibenzyl 
• 28150-12-1 2-(4-Chloro-phenyl)-1-phenyl-butan-1-ol 
• 5171-97-1 4-Chlorbenzyl-phenylketon-hydrazon 
• 65-85-0 benzoic acid 
• 132566-31-5 ethyl 3-(4-chlorophenyl)-4-phenyl-4-oxobutanoate 
• 910302-32-8 (E)-1-(p-chlorophenyl)-2-phenyl-2-(phenylthio)ethylene 
• 910302-33-9 (Z)-1-(p-chlorophenyl)-2-phenyl-2-(phenylthio)ethylene 
• 22711-23-5 4-chlorobenzil 
• 89834-64-0 4-chloromethyl-2-(4-chlorophenylmethyl)-2-phenyl-1,3-dioxolane 

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.

Combined Theoretical and Experimental Studies Unravel Multiple Pathways to Convergent Asymmetric Hydrogenation of Enamides

We present a highly efficient convergent asymmetric hydrogenation of E/Z mixtures of enamides catalyzed by N,P-iridium complexes supported by mechanistic studies. It was found that reduction of the olefinic isomers (E and Z geometries) produces chiral amides with the same absolute configuration (enantioconvergent hydrogenation). This allowed the hydrogenation of a wide range of E/Z mixtures of trisubstituted enamides with excellent enantioselectivity (up to 99% ee). A detailed mechanistic study using deuterium labeling and kinetic experiments revealed two different pathways for the observed enantioconvergence. For α-aryl enamides, fast isomerization of the double bond takes place, and the overall process results in kinetic resolution of the two isomers. For α-alkyl enamides, no double bond isomerization is detected, and competition experiments suggested that substrate chelation is responsible for the enantioconvergent stereochemical outcome. DFT calculations were performed to predict the correct absolute configuration of the products and strengthen the proposed mechanism of the iridium-catalyzed isomerization pathway.

The organocatalytic enantiodivergent fluorination of β-ketodiaryl-phosphine oxides for the construction of carbon-fluorine quaternary stereocenters

Commercially available cinchona alkaloids that can catalyze the enantiodivergent fluorination of β-ketodiarylphosphine oxides were developed to construct carbon-fluorine quaternary stereocenters. This protocol features a wide scope of substrates and excellent enantioselectivities, and it is scalable.