Lithium bis(trimethylsilyl)amide solution
ALDRICH/577928 - 1 M in toluene
Synonym: LiHMDS; 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 M in toluene |
| density | 0.860 g/mL at 25 °C |
| InChI | 1S/C6H18NSi2.Li/c1-8(2,3) |
| InChI key | YNESATAKKCNGOF-UHFFFAOYSA |
| SMILES string | [Li]N([Si](C)(C)C)[Si](C) |
| Application: | LiHMDS can be used as a reagent: • In the deprotonation and nucleophilic difluoromethylation reactions. • To synthesize isoquinoline derivatives by the addition of N-iodosuccinimide (NIS) to the α-benzyl tosylmethyl isocyanides. • To prepare arylboronic acid pinacol esters by the reaction of aryl fluorides with bis(pinacolato)diboron via palladium-catalyzed cross-coupling reaction. |
| Application: | Lithium bis(trimethylsilyl)amide is generally used in organic synthesis as a non-nucleophilic strong Brønsted base. It can be used for salt metathesis reaction for the synthesis of cesium bis(trimethylsilyl)amide (CsHMDS) and lithium fluoride by reacting with cesium fluoride. |
| General description: | Lithium bis(trimethylsilyl)amide solution (LiHMDS) is generally used in organic synthesis as a non-nucleophilic strong Bronsted base. |
| Packaging: | 100, 800 mL in Sure/Seal™ |
| Symbol |     GHS02,GHS05,GHS07,GHS08 |
| Signal word | Danger |
| Hazard statements | H225 - H251 - H304 - H314 - H336 - H361d - H373 - H412 |
| Precautionary statements | P210 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 |
| Hazard Codes | F,C |
| Risk Statements | 63-11-14-34-48/20-65-67 |
| Safety Statements | 16-26-36/37/39-45-62 |
| RIDADR | UN 2924 8(3) / PGII |
| WGK Germany | WGK 2 |
| Flash Point(F) | 48.0 °F - closed cup |
| Flash Point(C) | 8.9 °C - closed cup |
| Supplemental Hazard Statements | EUH014 |
| Density | 0.860 g/mL at 25 °C |
| UNSPSC | 12352111 |