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Merck
CN

498963

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
NACRES:
NA.22
PubChem Substance ID:
24873242
UNSPSC Code:
12352103
MDL number:
MFCD00671802

Key Documents

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Product Name

Isobutylzinc bromide solution, 0.5 M in THF

InChI

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

SMILES string

CC(C)C[Zn]Br

InChI key

WYBHVVXVUCUWSE-UHFFFAOYSA-M

concentration

0.5 M in THF

density

0.943 g/mL at 25 °C

storage temp.

2-8°C

Quality Level

100

Related Categories

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.

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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

supp_hazards

EUH019

Storage Class

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SHBR6573
SHBQ8633
SHBN6979
SHBM8104
SHBM2084

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Palladium-Catalyzed Secondary Benzylic Imidoylative Reactions
Wang C, et al.
Organic Letters (2020)
Annexin-V stabilizes membrane defects by inducing lipid phase transition
Lin YC, et al.
Nature Communications, 11(1), 1-13 (2020)

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