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497746

Sigma-Aldrich

Butylzinc bromide solution

0.5 M in THF

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About This Item

Linear Formula:
CH3(CH2)3ZnBr
CAS Number:
92273-73-9
Molecular Weight:
202.41
MDL number:
MFCD00671997
UNSPSC Code:
12352103
PubChem Substance ID:
24873140
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

concentration

0.5 M in THF

density

0.958 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CCCC[Zn]Br

InChI

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

InChI key

HMBGXQKLGHIDMN-UHFFFAOYSA-M

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.[1]
  • To prepare n-butylanisole by treating with 4-bromoanisole in the presence of a tetraphosphine ligand and a palladium catalyst.[2]

Legal Information

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

Signal Word

Danger

Hazard Statements

H225,H302,H319,H335,H351

Hazard Classifications

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

Target Organs

Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
SHBP1314
SHBJ9208
SHBH7432
SHBG3671V
SHBF7516V

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The Journal of Organic Chemistry, 70(21), 8503-8507 (2005)

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