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703540

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

1.0 M in THF/toluene

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Synonym(s):
TMPMgCl·LiCl
Empirical Formula (Hill Notation):
C9H18Cl2LiMgN
CAS Number:
Molecular Weight:
242.40
MDL number:
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

reaction suitability

reaction type: Grignard Reaction

concentration

1.0 M in THF/toluene
20 % (w/w)

density

0.96 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Li+].[Cl-].CC1(C)CCCC(C)(C)N1[Mg]Cl

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

InChI key

JHBZAAACZVPPRQ-UHFFFAOYSA-L

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This Item
360023562254526797
concentration

1.0 M in THF/toluene, 20 % (w/w)

concentration

1.0 M in THF

concentration

0.5 M in THF

concentration

0.5 M in THF

density

0.96 g/mL at 25 °C

density

0.956 g/mL at 25 °C

density

0.968 g/mL at 25 °C

density

0.968 g/mL at 25 °C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

form

liquid

form

-

form

-

form

-

Application

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.

Packaging

The 25 mL Sure/Seal bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Legal Information

Product of Albemarle US Inc
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Signal Word

Danger

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1B

Supplementary Hazards

Storage Class Code

4.3 - Hazardous materials, which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

5.0 °F

Flash Point(C)

-15 °C


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Articles

Transformative reagents for selective metalation, deprotonation and nucleophilic additions have allowed for unprecedented selective converstions to reactive intermediates within a molecule which contains sensative functionalities under mild reactions.

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