497894

4-Cyanobutylzinc bromide solution

0.5 M in THF

• Synonym(s): Bromo(4-cyanobutyl)zinc
• Linear Formula: NC(CH₂)₄ZnBr
• CAS Number: 226570-68-9
• Molecular Weight: 227.42
• MDL number: MFCD01316996
• UNSPSC Code: 12352103
• PubChem Substance ID: 24873153
• NACRES: NA.22

Properties

• Quality Level: 100
• concentration: 0.5 M in THF
• density: 0.971 g/mL at 25 °C
• functional group: nitrile
• storage temp.: 2-8°C
• SMILES string: Br[Zn]CCCCC#N
• InChI: 1S/C5H8N.BrH.Zn/c1-2-3-4-5-6;;/h1-4H2;1H;/q;;+1/p-1
• InChI key: HJYQQTDSYHJSLL-UHFFFAOYSA-M

Description

Application

4-Cyanobutylzinc bromide is an organozinc compound, which can be used as a reactant in palladium-catalyzed Negishi cross-coupling reaction to construct carbon-carbon bonds by coupling with organic halides or triflates.
It can also be used as a reactant to prepare:

• 5-(3-Thienyl)pentanenitrile by reacting with 3-bromothiophene in the presence of a nickel catalyst.
• α-Cyanobutyl vinylphosphonates by palladium-catalyzed Negishi coupling vinylation reaction with α-(pseudo)halo vinylphosphonates.

Legal Information

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

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Warning
• Hazard Statements: H319,H335,H351
• Precautionary Statements: P261 - P281 - P305 + P351 + P338
• Hazard Classifications: Carc. 2 - Eye Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Supplementary Hazards: EUH019
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): -6.2 °F - (THF)
• Flash Point(C): -21.2 °C - (THF)