230111
Isopropylmagnesium chloride solution
2.0 M in THF
Synonym(s):
Chloro 1-methylethyl magnesium, Chloroisopropylmagnesium, Isopropylmagnesium chloride, iPrMgCl
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About This Item
Linear Formula:
(CH3)2CHMgCl
CAS Number:
Molecular Weight:
102.85
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4124221
Quality Segment
reaction suitability
reaction type: Grignard Reaction
packaging
Sure/Seal™ of
concentration
2.0 M in THF
density
0.975 g/mL at 25 °C
SMILES string
CC(C)[Mg]Cl
InChI
1S/C3H7.ClH.Mg/c1-3-2;;/h3H,1-2H3;1H;/q;;+1/p-1
InChI key
GPIBKUJXKCEZOH-UHFFFAOYSA-M
General description
Isopropylmagnesium chloride is a highly reactive organomagnesium halide formed by the reaction of magnesium metal with isopropyl chloride. It is used in the Grignard reaction to form new carbon-carbon bonds.
Application
Isopropylmagnesium chloride solution (2.0 M in THF) can be used as a reagent to synthesize:
- 2,6-Diiodobenzaldehyde derivatives via regioselective metal-iodine exchange of 5-substituted 1,2,3-triiodobenzene in the presence of ethyl formate as a formylating agent.
- Arene and heteroarene sulfonamides from aryl and heteroaryl bromides via the formation of corresponding Grignard reagents.
- Symmetrical pyridyl monoselenides by treating with bromo/iodopyridines followed by quenching with selenyl chloride, SeCl2.
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
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
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Danger
target_organs
Central nervous system, Respiratory system
supp_hazards
Storage Class
4.3 - Hazardous materials which set free flammable gases upon contact with water
flash_point_f
1.4 °F - closed cup
flash_point_c
-17 °C - closed cup
Hazard Classifications
Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react. 1
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