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

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

Product Code. 11388106
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Quantity:
100 mL
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Regulatory: This product is an isolated intermediate transported in accordance with Regulation (EC) 1907/2006 (REACH). All customers must complete a declaration before delivery.
This item is not returnable. View return policy
Request Bulk Custom & GMP Chemicals
Regulatory: This product is an isolated intermediate transported in accordance with Regulation (EC) 1907/2006 (REACH). All customers must complete a declaration before delivery.

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.
TRUSTED_SUSTAINABILITY

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

Specifications

Quantity 100 mL
Linear Formula [(CH3)3Si]2NLi
UN Number UN2924
Beilstein 8136861
Flash Point −17°C (1°F)
Solubility Information Reacts with water.
Formula Weight 167.33
Concentration or Composition (by Analyte or Components) 20% (≈1.06M) soln. in THF/ethylbenzene
Sensitivity Air and moisture sensitive
Density 0.891
Chemical Name or Material Lithium bis(trimethylsilyl)amide, packaged in resealable septum cap bottle
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Safety and Handling

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Product Identifier
  • 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

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