220213-92-3

Basic information

• Product Name: 4-CYANOPHENYLZINC IODIDE
• Synonyms: 4-CYANOPHENYLZINC IODIDE;4-Cyanophenylzinc iodide 0.5 M in Tetrahydrofuran
• CAS NO: 220213-92-3
• Molecular Formula: C₇H₄INZn
• Molecular Weight: 294.41
• Mol File: 220213-92-3.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-CYANOPHENYLZINC IODIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CYANOPHENYLZINC IODIDE(220213-92-3)
• EPA Substance Registry System: 4-CYANOPHENYLZINC IODIDE(220213-92-3)

Safety Data

• Hazardous Substances Data: 220213-92-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H4N.HI.Zn/c8-6-7-4-2-1-3-5-7;;/h2-5H;1H;/q;;+1/p-1/rC7H4INZn/c8-10-7-3-1-6(5-9)2-4-7/h1-4H

Upstream product

• 3058-39-7 4-iodobenzonitrile 
• 7440-66-6 zinc 

Downstream Products

• 52130-32-2 5-[4-cyanophenyl]-2-furancarboxaldehyde 
• 60484-67-5 4-heptylbenzenecarbonitrile 
• 131888-47-6 4-(3-chloropropyl)benzenecarbonitrile 
• 1137726-22-7 4-[4-(benzoyloxy)butyl]benzenecarbonitrile 
• 3034-34-2 4-cyanobenzamide 
• 1256170-20-3 4-(4-iodo-6-phenyl-1,3,5-triazin-2-yl)benzonitrile 
• 32446-66-5 4,4'-dicyanobenzophenone 
• 1504589-24-5 tert-butyl 2-((4-cyanophenyl)sulfonyl)acetate 
• 39769-29-4 trans-4-[2-(4-fluorophenyl)vinyl]-benzonitrile 
• 58743-77-4 4'-methoxybiphenyl-4-carbonitrile 
• 100-47-0 benzonitrile 

Relevant articles and documents

Electrochemical Synthesis of Biaryls via Oxidative Intramolecular Coupling of Tetra(hetero)arylborates

We report herein versatile, transition metal-free and additive-free (hetero)aryl-aryl coupling reactions promoted by the oxidative electrocoupling of unsymmetrical tetra(hetero)arylborates (TABs) prepared from ligand-exchange reactions on potassium trifluoroarylborates. Exploiting the power of electrochemical oxidations, this method complements the existing organoboron toolbox. We demonstrate the broad scope, scalability, and robustness of this unconventional catalyst-free transformation, leading to functionalized biaryls and ultimately furnishing drug-like small molecules, as well as late stage derivatization of natural compounds. In addition, the observed selectivity of the oxidative coupling reaction is related to the electronic structure of the TABs through quantum-chemical calculations and experimental investigations.

Ni-Catalyzed Regioselective Alkylarylation of Vinylarenes via C(sp3)-C(sp3)/C(sp3)-C(sp2) Bond Formation and Mechanistic Studies

We report a Ni-catalyzed regioselective alkylarylation of vinylarenes with alkyl halides and arylzinc reagents to generate 1,1-diarylalkanes. The reaction proceeds well with primary, secondary and tertiary alkyl halides, and electronically diverse arylzinc reagents. Mechanistic investigations by radical probes, competition studies and quantitative kinetics reveal that the current reaction proceeds via a Ni(0)/Ni(I)/Ni(II) catalytic cycle by a rate-limiting direct halogen atom abstraction via single electron transfer to alkyl halides by a Ni(0)-catalyst.

Negishi coupling reactions as a valuable tool for [11C]methyl- arene formation; First proof of principle

The Negishi coupling reaction between arylzinc halide reagents and 11CH3I has been used to synthesise 11C- methylated arene species via a palladium-mediated process. The metabotropic glutamate receptor subtype-5 radiotracer [11C]MPEP has been radiolabelled using this technique.