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Lithium bis(trimethylsilyl)amide, 20% (ca 1.06M) soln. in THF/ethylbenzene, packaged in resealable septum cap bottle, Thermo Scientific Chemicals
85.93 €
Chemical Identifiers
| CAS | 4039-32-1 |
|---|---|
| Molecular Formula | C6H18LiNSi2 |
| Molecular Weight (g/mol) | 167.327 |
| MDL Number | MFCD00008261 |
| InChI Key | YNESATAKKCNGOF-UHFFFAOYSA-N |
| Synonym | lithium bis trimethylsilyl amide, lithium hexamethyldisilazide, lihmds, lhmds, hexamethyldisilazane lithium salt, unii-rc4n1i108m, lithiumbis trimethylsilyl amide, lithium bis trimethylsilyl azanide, lithium hexamethyldisilazane, lithium bis-trimethylsilyl amide |
| PubChem CID | 2733832 |
| IUPAC Name | lithium;bis(trimethylsilyl)azanide |
| SMILES | [Li+].C[Si](C)(C)[N-][Si](C)(C)C |
Description
Lithium bis(trimethylsilyl)amide is used in generating enolates for preparing lactone precursors, pyranones, and cyclohexanes. It is used to catalyze the addition of phosphine P-H bonds to carbodiimides leading to phosphaguanidines and in a novel three-step synthesis of disubstituted 1,2,5-thiadiazoles. It is also used in the lithiation of ethyl acetate and in the stereospecific Wadsworth-Emmons synthesis of fluoroalkenes from (E)- and (Z)-fluorovinyl sulfones.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
ApplicationsLithium bis(trimethylsilyl)amide is used in generating enolates for preparing lactone precursors, pyranones, and cyclohexanes. It is used to catalyze the addition of phosphine P-H bonds to carbodiimides leading to phosphaguanidines and in a novel three-step synthesis of disubstituted 1,2,5-thiadiazoles. It is also used in the lithiation of ethyl acetate and in the stereospecific Wadsworth-Emmons synthesis of fluoroalkenes from (E)- and (Z)-fluorovinyl sulfones.
Solubility
Reacts with water.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Store under inert gas. Incompatible with oxidizing agents.
Chemical Identifiers
| 4039-32-1 | |
| 167.327 | |
| YNESATAKKCNGOF-UHFFFAOYSA-N | |
| 2733832 | |
| [Li+].C[Si](C)(C)[N-][Si](C)(C)C |
| C6H18LiNSi2 | |
| MFCD00008261 | |
| lithium bis trimethylsilyl amide, lithium hexamethyldisilazide, lihmds, lhmds, hexamethyldisilazane lithium salt, unii-rc4n1i108m, lithiumbis trimethylsilyl amide, lithium bis trimethylsilyl azanide, lithium hexamethyldisilazane, lithium bis-trimethylsilyl amide | |
| lithium;bis(trimethylsilyl)azanide |
Specifications
| 4039-32-1 | |
| [(CH3)3Si]2NLi | |
| UN2924 | |
| −17°C (1°F) | |
| Reacts with water. | |
| [Li+].C[Si](C)(C)[N-][Si](C)(C)C | |
| 167.327 | |
| 167.33 | |
| Air and moisture sensitive | |
| Lithium bis(trimethylsilyl)amide, packaged in resealable septum cap bottle |
| C6H18LiNSi2 | |
| MFCD00008261 | |
| 8136861 | |
| lithium bis trimethylsilyl amide, lithium hexamethyldisilazide, lihmds, lhmds, hexamethyldisilazane lithium salt, unii-rc4n1i108m, lithiumbis trimethylsilyl amide, lithium bis trimethylsilyl azanide, lithium hexamethyldisilazane, lithium bis-trimethylsilyl amide | |
| YNESATAKKCNGOF-UHFFFAOYSA-N | |
| lithium;bis(trimethylsilyl)azanide | |
| 2733832 | |
| 20% (≈1.06M) soln. in THF/ethylbenzene | |
| 0.891 |
Safety and Handling
GHS H Statement
H225-H314-H351-H335
Highly flammable liquid and vapor.
Causes severe skin burns and eye damage.
Suspected of causing cancer.
May cause respiratory irritation.
P201-P202-P210-P233-P235-P240-P241-P242-P243-P260-P264b-P270-P271-P281-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P370+P378q-P501c
H225-H302-H304-H314-H335-H336-H351
missing translation for 'dotInformation' : Transport Hazard Class: 3; Packing Group: II; Proper Shipping Name: FLAMMABLE LIQUIDS, CORROSIVE, N.O.S.
missing translation for 'einecsNumber' : 223-725-6
missing translation for 'tsca' : Yes
Recommended Storage : Ambient temperatures; Store under Nitrogen
Product Identifier
Signal Word
Hazard Category
Hazard Statement
Precautionary Statement
Supplemental information
- Lithium bis(trimethylsilyl)amide, 20% solution in THF/ethylbenzene
Signal Word
- Danger
Hazard Category
- Aspiration toxicity Category 1
- Carcinogenicity Category 2
- Serious eye damage/eye irritation Category 1
- Skin corrosion/irritation Category 1 B
- Specific target organ toxicity Category 3
Hazard Statement
- H304-May be fatal if swallowed and enters airways.
- H314-Causes severe skin burns and eye damage.
- H318-Causes serious eye damage.
- H335-May cause respiratory irritation.
- H336-May cause drowsiness or dizziness.
- H351-Suspected of causing cancer.
- EUH014-Reacts violently with water.
- EUH019-May form explosive peroxides.
Precautionary Statement
- P210-Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
- P280-Wear protective gloves/protective clothing/eye protection/face protection.
- P301+P330+P331-IF SWALLOWED: rinse mouth. Do NOT induce vomiting.
- P303+P361+P353-IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/ shower.
- P305+P351+P338-IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P310-Immediately call a POISON CENTER/doctor/.
Supplemental information
- MIXTURE LIST-Contains : Tetrahydrofuran, eth
RUO – Research Use Only