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748188

Sigma-Aldrich

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

in THF/toluene

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About This Item

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

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

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.

Signal Word

Danger

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

Supplementary Hazards

EUH014,EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

5.0 °F

Flash Point(C)

-15 °C

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN6829
SHBM2548
SHBM6757
SHBK7900
SHBF9970V

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