Lithium bis(trimethylsilyl)amide solution
ALDRICH/225770 - 1.0 M in THF
Synonym: Hexamethyldisilazane lithium salt
CAS Number: 4039-32-1
Empirical Formula (Hill Notation): C6H18LiNSi2
Molecular Weight: 167.33
MDL Number: MFCD00008261
Linear Formula: [(CH3)3Si]2NLi
Product Type: Chemical
concentration | 1.0 M in THF |
density | 0.891 g/mL at 25 °C |
form | liquid |
InChI | 1S/C6H18NSi2.Li/c1-8(2,3) |
InChI key | YNESATAKKCNGOF-UHFFFAOYSA |
Quality Level | 200 |
SMILES string | [Li]N([Si](C)(C)C)[Si](C) |
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. |
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. |
Legal Information: | Sure/Seal is a trademark of Sigma-Aldrich Co. LLC |
Packaging: | 1 L in Sure/Seal™ |
Packaging: | 4×25, 100, 4×100, 800 mL in Sure/Seal™ |
Packaging: | 8, 18 L in Kilo-Lab™ |
Packaging: | The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product. |
Packaging: | View returnable container options . |
Symbol | GHS02,GHS05,GHS07,GHS08 |
Signal word | Danger |
Hazard statements | H225 - H251 - H314 - H335 - H336 - H351 |
Precautionary statements | P210 - P235 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 |
Hazard Codes | F,C |
Risk Statements | 11-14-19-34-37-40 |
Safety Statements | 16-26-36/37/39-45 |
RIDADR | UN 2924 8(3) / PGII |
WGK Germany | WGK 2 |
Flash Point(F) | 1.4 °F - closed cup |
Flash Point(C) | -17 °C - closed cup |
Supplemental Hazard Statements | EUH014 - EUH019 |
Density | 0.891 g/mL at 25 °C |
UNSPSC | 12352111 |