ISOPROPYLMAGNESIUM CHLORIDE 2.0M SOLUTI ON IN TETRAHYDROFURAN (C005B-006029)

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

Molecular Weight: 102.85. Empirical Formula: C₃H₇ClMg. linearFormula: (CH₃)₂CHMgCl. Quality Level: 200. reaction suitability: reaction type: Grignard Reaction. 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. Pictograms: GHS02,GHS05,GHS07,GHS08. Signal Word: Danger. Hazard Statements: H225 - H260 - H314 - H335 - H336 - H351. Precautionary Statements: P210 - P231 + P232 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338. Hazard Classifications: Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - Water-react 1. Supp Hazards: EUH014 - EUH019. Storage Class Code: 4.3 - Hazardous materials, which set free flammable gases upon contact with water. WGK: WGK 1. Flash Point(F): 1.4 °F - closed cup. Flash Point(C): -17 °C - closed cup.