748188

Bis(2,2,6,6-tetramethylpiperidinyl)zinc, lithium chloride, magnesium chloride complex solution

in THF/toluene

• Linear Formula: C₁₈H₃₆N₂Zn · xMgCl₂ · xLiCl
• UNSPSC Code: 12352103
• NACRES: NA.22

Properties

• form: liquid
• composition: Bis(2,2,6,6-tetramethylpiperidinyl)zinc, ~12 wt. % ; LiCl, 2-4% ; MgCl₂, 6-9% ; THF/toluene, ca. 90:10 (solvent)
• concentration: in THF/toluene
• density: 0.991 g/mL at 25 °C

Description

General description

Bis(2,2,6,6-tetramethylpiperidinyl)zinc,lithium chloride, magnesium chloride complex solution is an organozinc reagentextensively used in C-C bond forming,Negishi coupling, Michael additions, Cu(I)-promoted reactions, and electrophilic amination reactions.

Application

Bis(2,2,6,6-tetramethylpiperidinyl)zinc, lithium chloride, magnesium chloride complex solution can be used as a base for the:

• Regioselective zincation of pyridines and related azines to synthesize zincated pyridines and azines.(1)
• Chemoselective direct zincation of arenes and heteroarenes to synthesize polyfunctional aryl and heteroaryl zinc reagents.
• Regioselective zincation of thiazoles to synthesize zincated thiazoles, which readily reacts with various electrophiles to form highly functionalized thiazoles.

Safety Information

• pictograms: GHS02,GHS08,GHS05,GHS07
• signalword: Danger
• hcodes: H225,H314,H335,H336,H351,H361d
• pcodes: P202 - P210 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1B - 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: 5.0 °F
• flash_point_c: -15 °C