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Lithium bis(trimethylsilyl)amide, 20% (ca 1.06M) soln. in THF/ethylbenzene, packaged in resealable septum cap bottle

CAS: 4039-32-1 | C6H18LiNSi2 | 167.327 g/mol

$187.90 - $776.42

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
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Products 2
Catalog Number Mfr. No. Quantity Price Quantity  
Catalog Number Mfr. No. Quantity Price Quantity  
AAL15012AE
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Thermo Scientific Chemicals
L15012AE
100 mL
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AAL150129Z
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Thermo Scientific Chemicals
L150129Z
800 mL
Each for $776.42
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Description

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.

Applications
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.

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.
Specifications

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
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
100 mL
[(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
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Safety and Handling

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

DOTInformation : Transport Hazard Class: 3; Packing Group: II; Proper Shipping Name: FLAMMABLE LIQUIDS, CORROSIVE, N.O.S.

EINECSNumber : 223-725-6

TSCA : Yes

Recommended Storage : Ambient temperatures; Store under Nitrogen

SDS
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RUO – Research Use Only