656984
Isopropylmagnesium chloride lithium chloride complex solution
1.3 M in THF
Synonym(s):
Turbo Grignard
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About This Item
Linear Formula:
(CH3)2CHMgCl · LiCl
Molecular Weight:
145.24
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
reaction suitability
reaction type: Grignard Reaction
Quality Level
100
200
concentration
1.3 M in THF
density
0.951 g/mL at 25 °C
SMILES string
[Li]Cl.CC(C)[Mg]Cl
InChI
1S/C3H7.2ClH.Li.Mg/c1-3-2;;;;/h3H,1-2H3;2*1H;;/q;;;2*+1/p-2
InChI key
CWTUREABAILGIK-UHFFFAOYSA-L
Related Categories
Application
Reagent for Selective Metalations
Used for:
Used for:
- Preparation of functionalized acyclic alkenyl magnesium reagents/preparation of 1,2-diketones
- Preparation of cyclic alkenyl and dienyl magnesium reagents
- Preparation of functionalized triazenes/preparation of carbazoles
- Regioselective functionalization of trisubstituted pyridines
- Electrophilic amination for preparation of amines
- Preparation of Grignards reagents in the presence of masked ketones and aldehydes (using readily deprotectable silylated cyanohydrins)
- Preparation of Benzylic Grignards via Sulfur-Magnesium exchange
- Functionalization via I-Mg Exchange of unprotected aromatic and heteroaromatic carboxylic acids
- Functionalization via I-Mg Exchange of unprotected imidazoles
- Pyridyne formation
- Functionalization of cyclopentene derivatives
- Preparation of 2,3-functionalized furans, benzofurans, and thiophenes
- Stereoselective synthesis of substituted cyclopropanes
Reagent used with CH3MgCl/LiCl to affect magnesium-halogen exchange on unprotected aryl carboxylic acids.
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 Statements
Precautionary Statements
Hazard Classifications
Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
Target Organs
Central nervous system, Respiratory system
Supplementary Hazards
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
1.4 °F
Flash Point(C)
-17 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Felix Kopp et al.
Chemical communications (Cambridge, England), (20), 2075-2077 (2007-08-24)
The magnesiation of halogenated aromatic and heteroaromatic carboxylic acids is accomplished by their treatment with MeMgCl in the presence of LiCl and subsequent reaction with i-PrMgCl.LiCl; the resulting double-magnesiated species react with a variety of electrophiles in up to 97%
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