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Merck
CN

497746

Butylzinc bromide solution

0.5 M in THF

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About This Item

Linear Formula:
CH3(CH2)3ZnBr
CAS Number:
Molecular Weight:
202.41
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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Product Name

Butylzinc bromide solution, 0.5 M in THF

InChI

1S/C4H9.BrH.Zn/c1-3-4-2;;/h1,3-4H2,2H3;1H;/q;;+1/p-1

SMILES string

CCCC[Zn]Br

InChI key

HMBGXQKLGHIDMN-UHFFFAOYSA-M

concentration

0.5 M in THF

density

0.958 g/mL at 25 °C

storage temp.

2-8°C

Quality Level

Application

Butylzinc bromide is an organozinc compound, which can be used as a reagent:
  • In palladium-catalyzed Negishi cross-coupling reaction to construct carbon-carbon bond by reacting with organic halides or triflates.
  • To prepare n-butylanisole by treating with 4-bromoanisole in the presence of a tetraphosphine ligand and a palladium catalyst.

Legal Information

Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.

wgk

WGK 3

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

target_organs

Respiratory system

supp_hazards

Storage Class

3 - Flammable liquids

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

Regulatory Information

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Synthesis of all-cis-3-(2-diphenylphosphinoethyl)-1, 2, 4-tris (diphenylphosphinomethyl) cyclopentane (Ditricyp) from dicyclopentadiene
Kondolff I, et al.
Tetrahedron, 63(38), 9514-9521 (2007)
Room-temperature Negishi cross-coupling of unactivated alkyl bromides with alkyl organozinc reagents utilizing a Pd/N-heterocyclic carbene catalyst
Hadei N, et al.
The Journal of Organic Chemistry, 70(21), 8503-8507 (2005)

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