LITHIUM BIS(TRIMETHYLSILYL)AMIDE SOLUTION (C005B-038854)

General description

Lithium bis(trimethylsilyl)amide (LHMDS) is a non-nucleophilic strong base widely used in organic synthesis for deprotonation reactions and base-catalyzed reactions. It is generally soluble in most nonpolar organic solvents.

Application

Lithium bis(trimethylsilyl)amide solution (1.0 M in THF) can be used as a base:

• To catalyze polymerization reaction in the synthesis of poly(p-benzamide)s.
• In the synthesis of cyclic poly(α-peptoid)s and α-(difluoromethyl)styrene.
• In directed aldol condensations and Darzens condensation reactions; α-arylation of aryl ester derivatives and allylic amination reaction.
• For the generation of kinetic enolates than sodium hexamethyldisilazide (NaHMDS) because the enolates produced are more regiostable than those produced with NaHMDS.

Packaging

The 25 mL Sure/Seal^™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

View returnable container options.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Molecular Weight: 167.33. Empirical Formula: C₆H₁₈LiNSi₂. linearFormula: [(CH₃)₃Si]₂NLi. form: liquid. Quality Level: 200. concentration: 1.0 . M in THF. density: 0.891 . g/mL . at 25 . °C. SMILES string: [Li]N([Si](C)(C)C)[Si](C)(C)C. InChI: 1S/C6H18NSi2.Li/c1-8(2,3)7-9(4,5)6. /h1-6H3. /q-1. +1. InChI key: YNESATAKKCNGOF-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.