Basic information Safety Supplier Related

2,2,6,6-Tetramethylpiperidinylmagnesium chloride lithium chloride complex

Basic information Safety Supplier Related

2,2,6,6-Tetramethylpiperidinylmagnesium chloride lithium chloride complex Basic information

Product Name:
2,2,6,6-Tetramethylpiperidinylmagnesium chloride lithium chloride complex
Synonyms:
  • Dichloro(2,2,6,6-tetramethylpiperidinato)magnesate(1-) lithium (1:1)
  • 2,2,6,6-Tetramethylpiperidinylmagnesium chloride lithium chloride complex solution
  • 2,2,6,6-TetraMethylpiperidinylMagnesiuM chloride lithiuM chloride coMplex solution 1.0 M in THF/toluene
  • 2,2,6,6-Tetramethylpiperidinylmagnesium chloride lithium chloride complex
  • piperidinyL
  • Magnesate(1-), dichloro(2,2,6,6-tetramethylpiperidinato)-, lithium (1:1)
  • lithium,magnesium,2,2,6,6-tetramethylpiperidin-1-ide,dichloride
  • Dichloro(2,2,6,6-tetramethylpiperidinato)magnesate(1-) lithium
CAS:
898838-07-8
MF:
C9H18Cl2LiMgN
MW:
242.4
Product Categories:
  • Chemical Synthesis
  • Grignard Reagents
  • Heteroaryl
  • Organometallic Reagents
Mol File:
898838-07-8.mol
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2,2,6,6-Tetramethylpiperidinylmagnesium chloride lithium chloride complex Chemical Properties

Boiling point:
66°/759.8mm
Density 
0.96g/mLat 25℃
Flash point:
-15°C
storage temp. 
2-8°C
form 
liquid
InChI
InChI=1S/C9H18N.2ClH.Li.Mg/c1-8(2)6-5-7-9(3,4)10-8;;;;/h5-7H2,1-4H3;2*1H;;/q-1;;;+1;+2/p-2
InChIKey
JHBZAAACZVPPRQ-UHFFFAOYSA-L
SMILES
[Mg+2]([N-]1C(CCCC1(C)C)(C)C)([Cl-])[Cl-].[Li+]
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Safety Information

Hazard Codes 
F,C
Risk Statements 
63-11-14-19-34-37-40
Safety Statements 
16-26-36/37/39-45
RIDADR 
UN 3399 4.3/PG 1
WGK Germany 
3
HazardClass 
3, 8
HS Code 
29333990
Storage Class
4.3 - Hazardous materials which set free flammable gases upon contact with water
Hazard Classifications
Carc. 2
Eye Dam. 1
Flam. Liq. 2
Repr. 2
Skin Corr. 1B
STOT SE 3
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2,2,6,6-Tetramethylpiperidinylmagnesium chloride lithium chloride complex Usage And Synthesis

Uses

2,2,6,6-Tetramethylpiperidinylmagnesium Chloride Lithium Chloride Complex is used in preparation of Pyridazinones as herbicides. Also, used in preparation of MCL-1 inhibitors useful for treatment of cancer.

Uses

2,2,6,6-Tetramethylpiperidinylmagnesium chloride lithium chloride complex is a non-nucleophilic Knochel-Hauser base mainly used for the magnesiation of functionalized arenes and heteroarenes to prepare the corresponding Grignard reagents. It can also be used as a base in the synthesis of Π-conjugated polymers via catalyst-transfer polycondensation.

Uses

2,2,6,6-Tetramethylpiperidinylmagnesium chloride lithium chloride complex deprotonations using Knochel-Hauser-Base

reaction suitability

reaction type: Grignard Reaction

Synthesis

A 1000-ml triple-necked flask was taken, and the reaction flask was replaced three times with argon, and a little argon was turned on after the replacement so that the triple-necked flask was in an argon atmosphere, and then anhydrous lithium chloride (42.4 g, (1 mol), 2,2,6,6-tetramethylpiperidine (141.3 g, 1 mol), and 1,10-phenanthroline (0.54 g, 3 mmol) were then added to the triplex, and 150 mL of tetrahydrofuran was added, and the temperature was controlled to 0-5 ??C, and the mixture was stirred for 10 min, then a dropwise concentration of was added. Degree of 2.0 M of isopropylmagnesium chloride of tetrahydrofuran solution (500 mL, 1 mol), dropwise addition process to control the temperature does not exceed 10 ?? C. After the dropwise addition is completed, increase the temperature to 20-25 ?? C, and continue to stir for 8 hours, the reaction is completed, the holding at room temperature to settle for about 2 hours, filtered through a sand plate funnel, and washed by the tetrahydrofuran, to obtain the concentration of 1.3 M of magnesium dichloride (2,2,6,6 -tetramethylpiperidine) lithium salt of tetrahydrofuran solution 692mL (90% yield).

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