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498963

Sigma-Aldrich

Isobutylzinc bromide solution

0.5 M in THF

Synonym(s):

(2-Methylpropyl)zinc bromide, Bromo(2-methylpropyl)zinc

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About This Item

Linear Formula:
(CH3)2CHCH2ZnBr
CAS Number:
126403-67-6
Molecular Weight:
202.41
MDL number:
MFCD00671802
UNSPSC Code:
12352103
PubChem Substance ID:
24873242
NACRES:
NA.22

concentration

0.5 M in THF

density

0.943 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CC(C)C[Zn]Br

InChI

1S/C4H9.BrH.Zn/c1-4(2)3;;/h4H,1H2,2-3H3;1H;/q;;+1/p-1

InChI key

WYBHVVXVUCUWSE-UHFFFAOYSA-M

Application

Isobutylzinc bromide is an organozinc compound, which can be used as a reagent in the palladium-catalyzed Negishi cross-coupling reaction to construct a carbon-carbon bond by reacting with aryl or heteroaryl halides . It is also used to prepare regioselective unsaturated ketones by reacting with tert-butyl isocyanide via an allylic carbonylative coupling reaction in the presence of a nickel catalyst.

Legal Information

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

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17.0 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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