16616-42-5

Basic information

• Product Name: 2-Propyn-1-one, 1-(4-chlorophenyl)-3-phenyl-
• CAS NO: 16616-42-5
• Molecular Formula: C15H9ClO
• Molecular Weight: 240.689
• Mol File: 16616-42-5.mol
• Article Data: 148

Chemical Properties

• CAS DataBase Reference: 2-Propyn-1-one, 1-(4-chlorophenyl)-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propyn-1-one, 1-(4-chlorophenyl)-3-phenyl-(16616-42-5)
• EPA Substance Registry System: 2-Propyn-1-one, 1-(4-chlorophenyl)-3-phenyl-(16616-42-5)

Safety Data

• Hazardous Substances Data: 16616-42-5(Hazardous Substances Data)

Upstream product

• 106-39-8 bromochlorobenzene 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 122-01-0 4-chloro-benzoyl chloride 
• 637-87-6 1-Chloro-4-iodobenzene 
• 32584-71-7 diphenyl(phenylethynyl)stibine 
• 124-38-9 carbon dioxide 
• 1679-18-1 4-Chlorophenylboronic acid 
• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 4998-15-6 4-chlorophenylglyoxal 
• 10557-21-8 1-(4-chlorophenyl)propane-1,2-dione 
• 144-62-7 oxalic acid 
• 89891-82-7 (4-chlorophenyl)ethynyl iodide 
• 611-73-4 Benzoylformic acid 

Downstream Products

• 120422-23-3 3-(5-Chloropyrid-2-ylamino)-1-(p-chlorophenyl)-3-phenyl-1-propen-1-one 
• 75371-71-0 (Z)-1-p-chlorophenyl-3-(α-naphthylamino)-3-phenyl-prop-2-en-1-one 
• 144459-29-0 (Z)-3-(4-Amino-4H-[1,2,4]triazol-3-ylsulfanyl)-1-(4-chloro-phenyl)-3-phenyl-propenone 
• 71982-92-8 (Z)-1-(4-Chloro-phenyl)-3-phenyl-3-m-tolylamino-propenone 
• 53324-02-0 (Z,Z)-3,3'-Thiodi(1-p-chlorophenyl-3-phenyl-prop-2-ene-1-one) 
• 27293-94-3 5-(4-chlorophenyl)-1,3-diphenyl-1H-pyrazole 
• 56119-89-2 1-methyl-3-(4-chlorophenyl)-5-phenylpyrazole 
• 1183859-91-7 dimethyl 5-chloro-1-oxo-3-phenyl-1H-inden-2-ylphosphonate 
• 5172-02-1 1-chloro-4-(2-phenylethynyl)benzene 
• 1498-82-4 4-(4'-chlorophenyl)-2,6-diphenylpyridine 
• 31554-59-3 4-chloro-3-(4-chlorophenyl)-5-phenylisoxazole 

Relevant articles and documents

Synthesis of acetylenic ketones by a Pd-catalyzed carbonylative three-component coupling reaction in [bmim]PF6

A carbonylative three-component coupling reaction of aryl iodides with terminal alkynes catalyzed by PdCl2(PPh3)2 was carried out using an ionic liquid, [bmim]PF6, as the reaction medium, which resulted in good yields of α,β-acetylenic ketones. The low-viscosity ionic liquid, [bmim]NTf2, was not suitable for this reaction, since the background Sonogashira coupling reaction, a competing reaction, also proceeded.

Carbonylative Sonogashira coupling of terminal alkynes with aqueous ammonia

(Matrix presented) Carbonylative coupling of phenylethyne with 4-methoxy-1-iodobenzene in the presence of 1 mol% PdCl2(PPh 3)2, 2 equiv of 0.5 M aqueous ammonia, and CO (1 atm) gives the corresponding α,β-alkynyl ketone in

Palladium nanoparticles supported on Smopex metal scavengers as catalyst for carbonylative Sonogashira reactions: Synthesis of α,β-alkynyl ketones

Palladium nanoparticles supported on two Smopex commercial metal scavengers (1% w/w) have been tested in the carbonylative Sonogashira reactions of aryl iodides with phenylacetylene. Their catalytic activity has been compared with those of more common catalysts (Pd/C, Pd/γ-Al 2O3). Pd/Smopex-234 resulted especially effective in the synthesis of alkynyl ketones even working with a low amount of palladium (0.2-0.5 mol%). Preliminary heterogeneity tests (i.e. hot filtration test, Pd leaching and recycle of the catalyst) have been performed in order to evaluate the catalytic behaviour of this system. The obtained results seem to indicate that Pd/Smopex-234 could act as a truly heterogeneous catalyst.

Atom-Economic Synthesis of Highly Functionalized Bridged Ring Systems Initiated by Ring Expansion of Indene-1,3-dione

An atom economic procedure for the regioselective synthesis of bridged seven-membered-ring compounds from simple reactants such as ynones and indene-1,3-dione has been developed. This process was realized through the one-pot reactions of ring-expansion of

Nickel (II) dibenzotetramethyltetraaza[14]annulene supported on DFNS nanoparticles catalyst in carbonylative sonogashira coupling

In this study, the carbonylative sonogashira coupling reaction was performed in the presence of CO (2 MPa) and Nitmtaa?DFNS as NPs. Nickel(II)dibenzotetramethyltetraaza[14]annulene complex (Nitmtaa) prepared and immobilized on amino-fucntionnalized DFNS (N-DFNS) via Ni[sbnd]N (NH2) bond to obtain a stable and reusable new nanocatalyst named as Nitmtaa?DFNS. Good to superb performance products were provided deploying Nitmtaa?DFNS nanocatalyst. In addition, the anatomy of Nitmtaa?DFNS has been distinguished by various methods, including XRD, VSM, FT-IR, SEM, EDX, TEM, and TGA. In addition, the hot filtration test provided complete insight into the heterogeneity of the catalyst. The reuse and recycling of the catalyst were repeatedly investigated for coupling reactions. In addition, the mechanism of the coupling reactions was thoroughly studied.