SODIUM BIS(TRIMETHYLSILYL)AMIDE 1.0M SOLUTION IN TETRAHYDROFURAN (C005B-006176)

General description

Sodium bis(trimethylsilyl)amide solution (NaHMDS) is widely used as a strong base in organic synthesis for deprotonation reactions and base-catalyzed reactions. It is also involved in the generation of enolates, Wittig reagents and carbenes.

Application

NaHMDS can be used as a base:

• In the synthesis of N-boc-1-amino-1,3-diene derivatives from N-boc-1-amino-4-methoxy-2-alkenes via 1,4-elimination reactions.
• To deprotonate alkyl or aryl ketones to generate enolate derivatives by hydroxylation reaction.
• In the enantioselective synthesis of 1,2-amino alcohols by the reaction between various nitroalkanes and aldehydes via nitroaldol reaction promoted by bimetallic heterogeneous catalyst.

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: 183.37. Empirical Formula: C₆H₁₈NNaSi₂. linearFormula: [(CH₃)₃Si]₂NNa. form: liquid. Quality Level: 200. concentration: 1.0 . M in THF. density: 0.904 . g/mL . at 25 . °C. SMILES string: C[Si](C)(C)N([Na])[Si](C)(C)C. InChI: 1S/C6H18NSi2.Na/c1-8(2,3)7-9(4,5)6. /h1-6H3. /q-1. +1. InChI key: WRIKHQLVHPKCJU-UHFFFAOYSA-N. Pictograms: GHS02,GHS05,GHS07,GHS08. Signal Word: Danger. Hazard Statements: H225 - H314 - H335 - H336 - H351. Precautionary Statements: P202 - P210 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338. Hazard Classifications: Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B. Supp Hazards: EUH014 - EUH019. Storage Class Code: 3 - Flammable liquids. WGK: WGK 2. Flash Point(F): 1.4 °F - closed cup. Flash Point(C): -17 °C - closed cup. Personal Protective Equipment: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter.