520322

2-Cyanobenzylzinc bromide solution

0.5 M in THF

• Linear Formula: NCC₆H₄CH₂ZnBr
• CAS Number: 199465-66-2
• Molecular Weight: 261.43
• MDL number: MFCD01311397
• UNSPSC Code: 12352103
• PubChem Substance ID: 24874105
• NACRES: NA.22

Properties

• concentration: 0.5 M in THF
• density: 0.993 g/mL at 25 °C
• functional group: nitrile
• storage temp.: 2-8°C
• SMILES string: Br[Zn]Cc1ccccc1C#N
• InChI: 1S/C8H6N.BrH.Zn/c1-7-4-2-3-5-8(7)6-9;;/h2-5H,1H2;1H;/q;;+1/p-1
• InChI key: LQRNYQAXNZETFP-UHFFFAOYSA-M

Description

Application

2-Cyanobenzylzinc bromide can be used as a reactant:

• In the metal-catalyzed Negishi cross-coupling reactions to prepare aryl or heteroaryl derivatives via carbon-carbon bond formation.
• To synthesize 4-(2-Cyanobenzyl)-3′-(trifluoromethyl)biphenyl by reacting with aryl nonaflate in the presence of Pd(dba)₂ as a catalyst.
• To prepare 2-[(2-cyanophenyl)methyl] benzamide by treating with 2-iodobenzamide using a nickel catalyst.

Legal Information

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

Safety Information

• pictograms: GHS02,GHS08,GHS07
• signalword: Danger
• hcodes: H225,H319,H335,H336,H351
• pcodes: P202 - P210 - P233 - P240 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
• target_organs: Central nervous system, Respiratory system
• supp_hazards: EUH014,EUH019
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 1.4 °F - closed cup
• flash_point_c: -17 °C - closed cup