256390-55-3

Basic information

• Product Name: Zinc, chlorocyclohexyl-
• CAS NO: 256390-55-3
• Molecular Formula: C6H11ClZn
• Molecular Weight: 183.996
• Mol File: 256390-55-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Zinc, chlorocyclohexyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Zinc, chlorocyclohexyl-(256390-55-3)
• EPA Substance Registry System: Zinc, chlorocyclohexyl-(256390-55-3)

Safety Data

• Hazardous Substances Data: 256390-55-3(Hazardous Substances Data)

Upstream product

• 7646-85-7 zinc(II) chloride 
• 931-50-0 cyclohexylmagnesium bromide 
• 108-85-0 1-bromocyclohexane 
• 931-51-1 cyclohexylmagnesiumchloride 

Downstream Products

• 33414-83-4 1-(2-cyclohexylethynyl)benzene 
• 2412-73-9 benzoic acid cyclohexyl ester 
• 15787-49-2 2-pyridylcyclohexane 
• 829-32-3 1-chloro-4-cyclohexylbenzene 
• 91766-85-7 1-chloro-2-cyclohexylbenzene 
• 27634-88-4 4-cyclohexyl-1-cyanobenzene 
• 27843-14-7 3,3'-(cyclohexylazanediyl)dipropanenitrile 
• 1309446-13-6 (S)-3,3'-bis-(2,4,6-tricyclohexylphenyl)-[1,1']-binaphthalenyl-2,2'-diol 
• 7325-14-6 1,3,5-tricyclohexylbenzene 
• 41876-58-8 1-cyclohexyl-3-methoxybenzene 

Relevant articles and documents

Understanding the Use of Phosphine-(EWO) Ligands in Negishi Cross-Coupling: Experimental and Density Functional Theory Mechanistic Study

The easily prepared hemilabile ligand 1-(PPh2),2-(trans-CH═CHCOPh)-C6F4(PhPEWO-F) and other PEWO ligands are well-known promoters of C-C reductive eliminations and very effective in Negishi couplings. As an example, the efficient Negishi coupling of (C6F5)-I and Zn(C6F5)2is reported. The thorough experimental study of the steps involved in the catalytic cycle uncovers the potential weakness of this ligand that could frustrate at some points the desired cycle and provide some simple precautions to keep the catalytic cycle working efficiently. Density functional theory (DFT) calculations complete the experimental study and provide insight into nonobservable transition states and intermediates, comparing the potential conflict between reductive elimination and olefin insertion. Our results showcase the importance the transmetalation step, facilitated by the strong trans effect of the electron-withdrawing ligand, and the choice of organozinc nucleophiles, critical to ensure fast group exchange and a positive outcome of the catalytic reactions.

Preparation of Tertiary Amines from Tris(2-cyanoethyl)amine Using Three Successive Cobalt-Catalyzed Electrophilic Aminations with Organozinc Halides

We report a stepwise preparation of triple alkylated or arylated tertiary amines, starting from commercially available tris(2-cyanoethyl)amine using three successive reaction sequences involving a selective oxidation (formation of an N-oxide followed by a

Modular Functionalization of Arenes in a Triply Selective Sequence: Rapid C(sp2) and C(sp3) Coupling of C?Br, C?OTf, and C?Cl Bonds Enabled by a Single Palladium(I) Dimer

Full control over multiple competing coupling sites would enable straightforward access to densely functionalized compound libraries. Historically, the site selection in Pd0-catalyzed functionalizations of poly(pseudo)halogenated arenes has been unpredictable, being dependent on the employed catalyst, the reaction conditions, and the substrate itself. Building on our previous report of C?Br-selective functionalization in the presence of C?OTf and C?Cl bonds, we herein complete the sequence and demonstrate the first general arylations and alkylations of C?OTf bonds (in I dimer. This allowed the realization of the first general and triply selective sequential C?C coupling (in 2D and 3D space) of C?Br followed by C?OTf and then C?Cl bonds.