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Lithium bis(trimethylsilyl)amide

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Products Intro: Product Name:Lithium bis(trimethylsilyl)amide
CAS:4039-32-1
Purity:98% Package:500g;1kg;5kg;10kg;100kg;1000kg... Remarks:Brand:Zjartschem | Cat.No.:ZCF08689
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Products Intro: Product Name:LITHIUM HEXAMETHYLDISILAZIDE
CAS:4039-32-1
Purity:99.00% Package:100g,500g,1KG,10KG,100KG Remarks:Low M.W.Organic Silanes Professor
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Products Intro: Product Name:Lithium bis(trimethylsilyl)amide
CAS:4039-32-1
Purity:98% Package:100G;1KG;5KG;10KG;25KG;50KG;100KG
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Products Intro: Product Name:4039-32-1
CAS:4039-32-1
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Products Intro: Product Name:Lithium bis(trimethylsilyl)amide
CAS:4039-32-1
Purity:As COA Package:As request Remarks:4039-32-1

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Lithium bis(trimethylsilyl)amide Basic information
Product Name:Lithium bis(trimethylsilyl)amide
Synonyms:1,1,1,3,3,3-HEXAMETHYLDISILAZAN LITHIUMSALZ;1,1,1,3,3,3-HEXAMETHYLDISILAZANE LITHIUM SALT;HEXAMETHYLDISILAZANE LITHIUM SALT;LHMDS;LIHMDS;LITHIUM HEXAMETHYLDISILAZANE;LITHIUM HEXAMETHYLDISILAZIDE;LITHIUM-BIS-(TRIMETHYLSILYL)-AMID
CAS:4039-32-1
MF:C6H18LiNSi2
MW:167.33
EINECS:223-725-6
Product Categories:Classes of Metal Compounds;Li (Lithium) Compounds;Si (Classes of Silicon Compounds);Silazanes;Silicon Compounds (for Synthesis);Si-N Compounds;Synthetic Organic Chemistry;Typical Metal Compounds
Mol File:4039-32-1.mol
Lithium bis(trimethylsilyl)amide Structure
Lithium bis(trimethylsilyl)amide Chemical Properties
Melting point 73°C
Boiling point 55-56 °C
density 0.860 g/mL at 25 °C (lit.)
refractive index n20/D 1.425(lit.)
Fp 48 °F
storage temp. Store below +30°C.
solubility hydrolysis
form Powder
color White
Specific Gravity0.716
Specific Gravity0.891
Water Solubility hydrolysis
Sensitive Air & Moisture Sensitive
Hydrolytic Sensitivity8: reacts rapidly with moisture, water, protic solvents
Hydrolytic Sensitivity7: reacts slowly with moisture/water
BRN 3567910
InChIKeyYNESATAKKCNGOF-UHFFFAOYSA-N
CAS DataBase Reference4039-32-1(CAS DataBase Reference)
EPA Substance Registry SystemSilanamine, 1,1,1-trimethyl-N-(trimethylsilyl)-, lithium salt (4039-32-1)
Safety Information
Hazard Codes F,C,N
Risk Statements 11-34-48/20-63-65-67-51/53-35-20-62-14-40-37-19
Safety Statements 9-16-26-29-33-36/37/39-45-61-62-57-43
RIDADR UN 2925 4.1/PG 2
WGK Germany 3
10-23
TSCA Yes
HazardClass 4.3
PackingGroup II
HS Code 29319090
MSDS Information
ProviderLanguage
Lithium hexamethyldisilazide English
SigmaAldrich English
ACROS English
ALFA English
Lithium bis(trimethylsilyl)amide Usage And Synthesis
Chemical Propertieslight yellow to yellow crystalline powder
Physical propertiesdistillable low-melting solid; mp 70–72 °C, bp 115 °C/1mmHg. LHMDS is a cyclic trimer in the solid state,3 whereas in benzene solution it exists in a monomer–dimer equilibrium. LHMDS exists as a tetramer-dimer mixture in hydrocarbons and as a dimer-monomer mixture in THF and ether. Treatment of LHMDS with trialkylamines increases the monomer concentration, whereas the use of diamines affords exclusively the corresponding chelated monomer. LHMDS is less soluble, less basic, more stable, and much less sensitive to air compared to lithium diisopropylamide. pKa 29.5 (THF, 27 °C).
UsesLithium bis(trimethylsilyl)amide is used as nonnucleophilic base to generate kinetic ketone and ester enolates. It is considerably more selective than LDA and undesired reductions (e.g., of nonenolizable ketones observed in the case of LDA) can be avoided by using LHMDS.
UsesLithium Hexamethyldisilazide is widely used as strong nonnucleophilic base
PreparationIt is conveniently prepared by the reaction of hexamethyldisilazane with n-butyllithium in hexane. For most uses the hexane is then evaporated and replaced with THF.
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