Cyclohexylzinc bromide

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Cyclohexylzinc bromide Basic information
Product Name:Cyclohexylzinc bromide
Synonyms:CYCLOHEXYLZINC BROMIDE, 0.5M SOLUTION IN TETRAHYDROFURAN;cyclohexylzinc bromide solution;Cyclohexylzinc bromide solution 0.5 in THF;Cyclohexylzinc broMide, 0.5M in THF, packaged under Argon in resealable CheMSeal^t bottles;cyclohexylzinc(II) broMide;Cyclohexylzinc broMide solution 0.5 M in THF;Cyclohexylzinc broMide, 0.5 M solution in THF, SpcSeal;Cyclohexylzinc bromide, 0.50 M in THF
CAS:7565-57-3
MF:C6H11BrZn
MW:228.45
EINECS:
Product Categories:Chemical Synthesis;Organometallic Reagents;Organozinc Halides;Rieke and Organozinc Reagents;Alkyl;Organozinc Halides;Reike and Organozinc Reagents
Mol File:7565-57-3.mol
Cyclohexylzinc bromide Structure
Cyclohexylzinc bromide Chemical Properties
Melting point 114.0-116.0 °C
density 0.963 g/mL at 25 °C
Fp 3 °F
storage temp. 2-8°C
Water Solubility Reacts with water.
Sensitive Air Sensitive
InChI1S/C6H11.BrH.Zn/c1-2-4-6-5-3-1;;/h1H,2-6H2;1H;/q;;+1/p-1
InChIKeyXHGMTEIVIUFIPO-UHFFFAOYSA-M
SMILESBr[Zn]C1CCCCC1
Safety Information
Hazard Codes F,Xn,C
Risk Statements 14-19-22-36/37/38-40-37-34-11
Safety Statements 16-23-26-36-45-36/37/39
RIDADR UN 2056 3/PG 2
WGK Germany 1
HazardClass 4.3
HS Code 29319090
Storage Class3 - Flammable liquids
Hazard ClassificationsAcute Tox. 4 Oral
Carc. 2
Eye Dam. 1
Flam. Liq. 2
Skin Corr. 1B
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
Cyclohexylzinc bromide Usage And Synthesis
UsesIt is used as primary and secondary intermediate.
UsesCyclohexylzinc bromide is an organozinc reagent, generally used in Negishi coupling. Examples include the cross-coupling of alkylzinc halides with aryl/heteroaryl halides using Pd-PEPPSI-IPent and nickel-catalyzed synthesis of 4-substituted coumarins.

It can react with the SO2 surrogate, 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) to afford zinc sulfinate salts which can be alkylated to synthesize various useful sulfones.
Cyclohexylzinc bromide Preparation Products And Raw materials
Preparation Products3-Chloro-6-cyclohexylpyridazine
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