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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
85.50 €
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
RUO – Research Use Only