300825-30-3

Basic information

• Product Name: 3-METHOXYPHENYLZINC IODIDE
• Synonyms: 3-METHOXYPHENYLZINC IODIDE;3-METHOXYPHENYLZINC IODIDE, 0.5M SOLUTIO N IN TETRAHYDROFURAN;3-methoxyphenylzinc iodide solution;3-Methoxyphenylzinc iodide solution 0.5 in THF;3-Methoxyphenylzinc iodide, 0.5M in THF, packaged under Argon in resealable CheMSeal^t bottles;3-Methoxyphenylzinc iodide, Packaged under Argon in resealable ChemSeal? bottles;3-Methoxyphenylzinc iodide solution 0.5M in THF
• CAS NO: 300825-30-3
• Molecular Formula: C₇H₇IOZn
• Molecular Weight: 299.42
• Product Categories: Aryl;Organozinc Halides;Reike and Organozinc Reagents
• Mol File: 300825-30-3.mol

Chemical Properties

• Flash Point: 1 °F
• Appearance: /
• Density: 0.999 g/mL at 25 °C
• Storage Temp.: 2-8°C
• Sensitive: Air Sensitive
• CAS DataBase Reference: 3-METHOXYPHENYLZINC IODIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXYPHENYLZINC IODIDE(300825-30-3)
• EPA Substance Registry System: 3-METHOXYPHENYLZINC IODIDE(300825-30-3)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-14-19-36/37-40
• Safety Statements: 16-26-36/37
• RIDADR: UN 2924 8(3) / PGII
• WGK Germany: 3
• HazardClass: 4.3
• Hazardous Substances Data: 300825-30-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H7O.HI.Zn/c1-8-7-5-3-2-4-6-7;;/h2-3,5-6H,1H3;1H;/q;;+1/p-1/rC7H7IOZn/c1-9-6-3-2-4-7(5-6)10-8/h2-5H,1H3

Upstream product

• 766-85-8 3-methoxy-1-iodobenzene 
• 7440-66-6 zinc 

Downstream Products

• 154848-36-9 3'-methoxy-[1,1'-biphenyl]-2-carbonitrile 
• 5783-36-8 3'‐methoxy‐(1,1'‐biphenyl)‐4‐carboxylic acid 
• 1357013-19-4 (+)-(R)-[3-(3-methoxyphenyl)hept-1-yn-1-yl]trimethylsilane 
• 1504589-22-3 tert-butyl 2-((3-methoxyphenyl)sulfonyl)acetate 
• 2113-56-6 3-methoxybiphenyl 
• 171046-93-8 3-(3-methoxyphenyl)cyclohexan-1-one 

Relevant articles and documents

Enantioselective Conjugate Addition of Stabilized Arylzinc Iodide to Enones: an Improved Protocol of the Hayashi Reaction

Stabilised arylzinc iodide, prepared by direct insertion of zinc into aryl iodides, were used as nucleophiles in the Hayashi Rh-catalysed enantioselective conjugate addition to enones. The reaction conditions were optimized in the addition of phenylzinc i

Nickel-Catalyzed α-Carbonylalkylarylation of Vinylarenes: Expedient Access to γ,γ-Diarylcarbonyl and Aryltetralone Derivatives

We report a Ni-catalyzed regioselective α-carbonylalkylarylation of vinylarenes with α-halocarbonyl compounds and arylzinc reagents. The reaction works with primary, secondary, and tertiary α-halocarbonyl molecules, and electronically varied arylzinc reagents. The reaction generates γ,γ-diarylcarbonyl derivatives with α-secondary, tertiary, and quaternary carbon centers. The products can be readily converted to aryltetralones, including a precursor to Zoloft, an antidepressant drug.

Arylzinc Halides by Silver Catalyzed Zinc Insertion into Aryl Iodides

A catalytic amount of silver acetate efficiently promotes direct insertion of zinc metal into aryl iodides, having different structure, in ethereal solvent. Electron-rich substrates also rapidly undergo oxidative metalation. The arylzinc iodides formed give Negishi coupling products under mild reaction conditions to obtain biaryls in high yields. Sensitive functional groups like aldehydes and primary amides are well-tolerated.

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

Microwave-assisted Negishi and Kumada cross-coupling reactions of aryl chlorides

Rapid Pd or Ni-catalyzed microwave-accelerated Negishi and Kumada cross-coupling reactions of aryl chlorides in solution and on solid phase are reported.