reaction suitability
reaction type: Grignard Reaction
Quality Level
packaging
Sure/Seal™ of
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
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
signalword
Danger
hcodes
Hazard Classifications
Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
target_organs
Central nervous system, Respiratory system
supp_hazards
저장 등급
3 - Flammable liquids
flash_point_f
1.4 °F
flash_point_c
-17 °C
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
문서
Transformative reagents enable selective conversions within molecules containing sensitive functionalities under mild reactions.
Salt additives increase both the rate and the efficiency of the Mg-halogen exchange reaction. The most effective reagents are generated with R-MgCl (R = i-Pr, s-Butyl) and 1.0 equiv of LiCl.
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%
국제 무역 품목 번호
| SKU | GTIN |
|---|---|
| 656984-PZ | 04061824569988 |
| 656984-100ML | 04061832733425 |
| 656984-2L | 04061838120519 |
| 656984-4X25ML | 04061832733432 |
| 656984-800ML | 04061832733449 |



