171860-68-7

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171860-68-7 Structure

Identification	Back Directory
[Name] CYCLOPENTYLZINC BROMIDE
[CAS] 171860-68-7
[Synonyms] CYCLOPENTYLZINC BROMIDE Zinc, bromocyclopentyl- bromozinc(1+),cyclopentane cyclopentylzinc(II) broMide cyclopentylzinc bromide solution Cyclopentylzinc bromide, 0.50 M in THF Cyclopentylzinc bromide solution 0.5 in THF Cyclopentylzinc broMide solution 0.5 M in THF Cyclopentylzinc broMide, 0.5 M solution in THF, SpcSeal CYCLOPENTYLZINC BROMIDE, 0.5M SOLUTION I N TETRAHYDROFURAN Cyclopentylzinc bromide, Packaged under Argon in resealable ChemSeal? bottles Cyclopentylzinc bromide, 0.5M in THF, packaged under Argon in resealable ChemSeal&trade Cyclopentylzinc broMide, 0.5M in THF, packaged under Argon in resealable CheMSeal^t bottles
[Molecular Formula] C5H9BrZn
[MDL Number] MFCD00671991
[MOL File] 171860-68-7.mol
[Molecular Weight] 214.42

Chemical Properties	Back Directory
[density ] 0.955 g/mL at 25 °C
[Fp ] 1 °F
[storage temp. ] 2-8°C
[Water Solubility ] Reacts with water.
[Sensitive ] Air Sensitive
[Exposure limits] ACGIH: TWA 50 ppm; STEL 100 ppm (Skin) OSHA: TWA 200 ppm(590 mg/m3) NIOSH: IDLH 2000 ppm; TWA 200 ppm(590 mg/m3); STEL 250 ppm(735 mg/m3)
[InChI] 1S/C5H9.BrH.Zn/c1-2-4-5-3-1;;/h1H,2-5H2;1H;/q;;+1/p-1
[InChIKey] GOPYCBPMCCJYSN-UHFFFAOYSA-M
[SMILES] Br[Zn]C1CCCC1

Safety Data	Back Directory
[Symbol(GHS) ] GHS02,GHS07,GHS08,GHS05
[Signal word ] Danger
[Hazard statements ] H225-H261-H302-H315-H319-H335-H351-H314-H318-H333
[Precautionary statements ] P223-P303+P361+P353-P305+P351+P338-P405-P501a-P210-P231+P232-P280-P370+P378-P402+P404-P403+P235
[Hazard Codes ] F,Xn
[Risk Statements ] 11-14-19-22-36/37/38-40-36/37
[Safety Statements ] 16-26-33-36-36/37
[RIDADR ] UN 3399 4.3/PG 2
[WGK Germany ] 1
[HazardClass ] 4.3
[HS Code ] 29319090
[Storage Class] 4.3 - Hazardous materials which set free flammable gases upon contact with water
[Hazard Classifications] Acute Tox. 4 Oral Carc. 2 Eye Irrit. 2 Flam. Liq. 2 Skin Irrit. 2 STOT SE 3 Water-react 2

[Uses]

Cyclopentylzinc bromide is an organozinc reagent that can be used in:

The synthesis of polyfunctional indoles by reacting with various aryldiazonium salts via Fischer indole synthesis.
Negishi cross-coupling reactions with various haloarenes in presence of Pd-complex catalyst.
The preparation of aryl alkyl ketones by alkylation of aryl N-methyl-N-tosyl or N-benzyl-N-(tert-butoxycarbonyl) amide derivatives in the presence of Ni catalyst and imidazolidinylidene ligand.

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