CAS 7565-57-3 Cyclohexylzinc bromide solution

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Cyclohexylzinc bromide solution

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Catalog Number

ACM7565573-1

CAS Number

7565-57-3

Product Name

Cyclohexylzinc bromide solution

Structure

Category

Salt

IUPAC Name

bromozinc(1+);cyclohexane

Molecular Weight

228.4g/mol

Molecular Formula

C6H11BrZn

Canonical SMILES

C1CC[CH-]CC1.[Zn+]Br

InChI

InChI=1S/C6H11.BrH.Zn/c1-2-4-6-5-3-1;;/h1H,2-6H2;1H;/q-1;;+2/p-1

InChI Key

PVURAUIMVICLOH-UHFFFAOYSA-M

Application

Cyclohexylzinc bromide solution serves as a versatile organozinc reagent prominently utilized in Negishi coupling reactions. It facilitates the cross-coupling of alkylzinc halides with aryl and heteroaryl halides, particularly using Pd-PEPPSI-IPent and nickel-catalyzed systems for synthesizing 4-substituted coumarins. Moreover, this solution can effectively react with the SO2 surrogate, 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO), to yield zinc sulfinate salts, which are valuable intermediates that can be alkylated for the production of various useful sulfones.

Complexity

35.5

Covalently-Bonded Unit Count

Exact Mass

225.93355g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

225.93355g/mol

Rotatable Bond Count

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