151073-70-0

Basic information

• Product Name: 4-CHLOROPHENYLZINC IODIDE
• Synonyms: 4-CHLOROPHENYLZINC IODIDE;4-CHLOROPHENYLZINC IODIDE, 0.5M SOLUTION IN TETRAHYDROFURAN;4-chlorophenylzinc iodide solution;4-Chlorophenylzinc iodide solution 0.5 in THF;4-Chlorophenylzinc iodide, 0.5M in THF, packaged under Argon in resealable CheMSeal^t bottles;4-Chlorophenylzinc iodide, Packaged under Argon in resealable ChemSeal? bottles;4-Chlorophenylzinc iodide solution 0.5M in THF;4-Chlorophenylzinc iodide 0.5 M in Tetrahydrofuran
• CAS NO: 151073-70-0
• Molecular Formula: C6H4ClIZn
• Molecular Weight: 303.84
• Product Categories: Aryl;Organozinc Halides;Reike and Organozinc Reagents;Chemical Synthesis;Organometallic Reagents;Organozinc Halides;Rieke and Organozinc Reagents
• Mol File: 151073-70-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: 1 °F
• Appearance: /
• Density: 1.066 g/mL at 25 °C
• Vapor Pressure: 11.2mmHg at 25°C
• Storage Temp.: 2-8°C
• Sensitive: Air & Light Sensitive
• CAS DataBase Reference: 4-CHLOROPHENYLZINC IODIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROPHENYLZINC IODIDE(151073-70-0)
• EPA Substance Registry System: 4-CHLOROPHENYLZINC IODIDE(151073-70-0)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-19-22-36/37/38-40-36/37
• Safety Statements: 16-26-33-36-36/37
• RIDADR: UN 2056 3/PG 2
• WGK Germany: 1
• HazardClass: 4.3
• Hazardous Substances Data: 151073-70-0(Hazardous Substances Data)

Usage

General Description

4-CHLOROPHENYLZINC IODIDE is a chemical compound that is a combination of 4-chlorophenyl and zinc iodide. It is commonly used as a reagent in organic synthesis processes, particularly in cross-coupling reactions to form carbon-carbon bonds. 4-CHLOROPHENYLZINC IODIDE is known for its high reactivity and ability to easily undergo reactions with various organic compounds. It is also used as a catalyst in the formation of complex molecules and in the production of pharmaceuticals and agrochemical products. Additionally, it is an important intermediate in the manufacture of various fine chemicals and is widely utilized in research and development settings.

InChI:InChI=1/C6H4Cl.HI.Zn/c7-6-4-2-1-3-5-6;;/h2-5H;1H;/q-1;;+2/p-1/rC6H4Cl.IZn/c7-6-4-2-1-3-5-6;1-2/h2-5H;/q-1;+1

Upstream product

• 637-87-6 1-Chloro-4-iodobenzene 
• 7440-66-6 zinc 

Downstream Products

• 71-43-2 benzene 
• 108-90-7 chlorobenzene 
• 1374665-27-6 2-bromo-6-(4-chlorophenyl)pyridine 
• 88345-92-0 3-bromo-6-(p-chlorophenyl)pyridine 

Relevant articles and documents

Rhodium-Catalyzed Addition of Organozinc Iodides to Carbon-11 Isocyanates

Amides were prepared using rhodium-catalyzed coupling of organozinc iodides and carbon-11 (11C, t1/2 = 20.4 min) isocyanates. Nonradioactive isocyanates and sp3 or sp2 organozinc iodides generated amides in yields of 13%-87%. Incorporation of cyclotron-produced [11C]CO2 into 11C-amide products proceeded in yields of 5%-99%. The synthetic utility of the methodology was demonstrated through the isolation of [11C]N-(4-fluorophenyl)-4-methoxybenzamide ([11C]6g) with a molar activity of 267 GBq μmol-1 and 12% radiochemical yield in 21 min from the beginning of synthesis.

Ni-Catalyzed Regioselective β,δ-Diarylation of Unactivated Olefins in Ketimines via Ligand-Enabled Contraction of Transient Nickellacycles: Rapid Access to Remotely Diarylated Ketones

We disclose a [(PhO)3P]/NiBr2-catalyzed regioselective β, δ-diarylation of unactivated olefins in ketimines with aryl halides and arylzinc reagents. This diarylation proceeds at remote locations to the carbonyl group to afford, after simple H+ workup, diversely substituted β, δ-diarylketones that are otherwise difficult to access readily with existing methods. Deuterium-labeling and crossover experiments indicate that diarylation proceeds by ligand-enabled contraction of transient nickellacycles.

Synergistic Bimetallic Ni/Ag and Ni/Cu Catalysis for Regioselective γ,δ-Diarylation of Alkenyl Ketimines: Addressing β-H Elimination by in Situ Generation of Cationic Ni(II) Catalysts

We disclose unprecedented synergistic bimetallic Ni/Ag and Ni/Cu catalysts for regioselective γ,δ-diarylation of unactivated alkenes in simple ketimines with aryl halides and arylzinc reagents. The bimetallic synergy, which generates cationic Ni(II) speci