CAS 148651-35-8 2-Chlorophenylzinc iodide solution

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2-Chlorophenylzinc iodide solution

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Catalog Number

ACM148651358-1

CAS Number

148651-35-8

Product Name

2-Chlorophenylzinc iodide solution

Structure

Category

Salt

IUPAC Name

chlorobenzene;iodozinc(1+)

Molecular Weight

303.8g/mol

Molecular Formula

C6H4ClIZn

Canonical SMILES

C1=CC=C([C-]=C1)Cl.[Zn+]I

InChI

InChI=1S/C6H4Cl.HI.Zn/c7-6-4-2-1-3-5-6;;/h1-4H;1H;/q-1;;+2/p-1

InChI Key

NNTCIUUTIPRDJR-UHFFFAOYSA-M

Application

The 2-Chlorophenylzinc iodide solution serves as a versatile organozinc compound primarily utilized in the Negishi cross-coupling reaction for creating carbon-carbon bonds with organic halides in the presence of nickel or palladium catalysts. Additionally, it is instrumental in synthesizing arylmethanes through rhodium-catalyzed cross-coupling with methyl halides, forming (2-chlorobenzyl)trimethylsilane via a similar rhodium-catalyzed reaction with (iodomethyl)trimethylsilane, and producing dichloro biphenyl through palladium-catalyzed oxidative homocoupling, employing N-chlorosuccinimide (NCS) or oxygen as the oxidant.

Complexity

149

Covalently-Bonded Unit Count

Exact Mass

301.83377g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

301.83377g/mol

Rotatable Bond Count

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