190065-72-6

Basic information

• Product Name: Benzene, 1-chloro-4-(1-octynyl)-
• CAS NO: 190065-72-6
• Molecular Formula: C14H17Cl
• Molecular Weight: 220.742
• Mol File: 190065-72-6.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Benzene, 1-chloro-4-(1-octynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-chloro-4-(1-octynyl)-(190065-72-6)
• EPA Substance Registry System: Benzene, 1-chloro-4-(1-octynyl)-(190065-72-6)

Safety Data

• Hazardous Substances Data: 190065-72-6(Hazardous Substances Data)

Upstream product

• 629-05-0 n-octyne 
• 637-87-6 1-Chloro-4-iodobenzene 
• 137595-18-7 1-octynylzinc bromide 
• 873-73-4 4-n-chlorophenylacetylene 
• 33491-03-1 1-(bromoethynyl)-4-chlorobenzene 
• 536-74-3 phenylacetylene 
• 106-39-8 bromochlorobenzene 
• 201230-82-2 carbon monoxide 

Downstream Products

• 7295-52-5 1-(4-chlorophenyl)-5,5-dimethylhexan-1-one 
• 95110-77-3 1-(4-chlorophenyl)-2-octanone 

Relevant articles and documents

Synthesis of trisubstituted alkenes by Ni-catalyzed hydroalkylation of internal alkynes with cycloketone oxime esters

A method for Ni-catalyzed hydroalkylation of internal alkynes with cycloketone oxime esters was developed. The reaction has a broad substrate scope. This hydroalkylation shows excellent regio-and stereo-selectivity. This method enables readily available starting materials to be used to access a range of cyano-substituted single-configuration trisubstituted alkenes. These are valuable feedstock chemicals and are widely used in synthetic and medicinal chemistry.

Binuclear Pd(I)-Pd(I) Catalysis Assisted by Iodide Ligands for Selective Hydroformylation of Alkenes and Alkynes

Since its discovery in 1938, hydroformylation has been thoroughly investigated and broadly applied in industry (>107 metric ton yearly). However, the ability to precisely control its regioselectivity with well-established Rh- or Co-catalysts has thus far proven elusive, thereby limiting access to many synthetically valuable aldehydes. Pd-catalysts represent an appealing alternative, yet their use remains sparse due to undesired side-processes. Here, we report a highly selective and exceptionally active catalyst system that is driven by a novel activation strategy and features a unique Pd(I)-Pd(I) mechanism, involving an iodide-assisted binuclear step to release the product. This method enables β-selective hydroformylation of a large range of alkenes and alkynes, including sensitive starting materials. Its utility is demonstrated in the synthesis of antiobesity drug Rimonabant and anti-HIV agent PNU-32945. In a broader context, the new mechanistic understanding enables the development of other carbonylation reactions of high importance to chemical industry.

Nickel Phosphite/Phosphine-Catalyzed C-S Cross-Coupling of Aryl Chlorides and Thiols

A method for the coupling of aryl chlorides and thiophenols using an air-stable nickel(0) catalyst is described. This thioetherification procedure can be effectively applied to a range of electronically diverse aryl/heteroaryl chlorides without more expensive metal catalysts such as palladium, iridium, or ruthenium. This investigation also illustrates both, a variety of thiol coupling partners and, in certain cases, the use of Cs2CO3.