Potassium bis(trimethylsilyl)amide

Potassium bis(trimethylsilyl)amide Basic information
Product Name:Potassium bis(trimethylsilyl)amide
Synonyms:1,1,1,3,3,3-HEXAMETHYLDISILAZANE POTASSIUM SALT;HEXAMETHYLDISLAZANE POTASSIUM SALT;POTASSIUM BIS(TRIMETHYLSILYL)AMIDE;POTASSIUMHEXAMETHYLDISILAZANE;POTASSIUM HEXAMETHYLDISLAZANE;PotassiumhexamethyldislazaneinTHF;Potassiumbis(trimethylsilyl)amide11%intoluene;Hexamethyldislazanepotassiumsalt12%toluene
CAS:40949-94-8
MF:C6H18KNSi2
MW:199.48
EINECS:424-100-2
Product Categories:25mL Sure/Seal Reagents;Aliphatics;Chemical Synthesis;Organic Bases;Organometallic Reagents;Synthetic Reagents;Classes of Metal Compounds;K (Potassium) Compounds (excluding simple potassium salts);Silicon Compounds (for Synthesis);Synthetic Organic Chemistry;Typical Metal Compounds;Analytical Chemistry;GC Derivatizing Reagents;Si (Classes of Silicon Compounds);Silazanes;Silylation (GC Derivatizing Reagents);Si-N Compounds;Trimethylsilylation (GC Derivatizing Reagents)
Mol File:40949-94-8.mol
Potassium bis(trimethylsilyl)amide Structure
Potassium bis(trimethylsilyl)amide Chemical Properties
Melting point 194-195°C
Boiling point 111 °C
density 0.877 g/mL at 25 °C
vapor density 3.2 (vs air)
vapor pressure 54 mm Hg ( 25 °C)
refractive index 1.4920
Fp 45 °F
storage temp. Refrigerator
solubility Miscible with terahydrofuran, ether, benzene and toluene.
form Liquid
Specific Gravity0.877
color clear to slightly hazy yellow
Water Solubility Reacts with water.
Hydrolytic Sensitivity8: reacts rapidly with moisture, water, protic solvents
Sensitive Moisture Sensitive
BRN 4006754
CAS DataBase Reference40949-94-8(CAS DataBase Reference)
EPA Substance Registry SystemSilanamine, 1,1,1-trimethyl-N-(trimethylsilyl)-, potassium salt (1:1) (40949-94-8)
Safety Information
Hazard Codes C,F,Xn
Risk Statements 14-34-67-65-63-48/20-11-40-36/37/38-19-37
Safety Statements 26-36/37/39-45-62-43-46-16-36/37
RIDADR UN 3263 8/PG 3
WGK Germany 3
1-3-10
TSCA No
HazardClass 3
PackingGroup II
HS Code 29319090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Potassium bis(trimethylsilyl)amide Usage And Synthesis
Chemical PropertiesColorless to amber solution
UsesPotassium Hexamethyldisilazide is widely used as a Sterically Hindered Base for Enolate Generation in Selective Formation of Linear Conjugated Dienolates and Alkyl (Z)-3-Alkenoates.
UsesPotassium Bis(trimethylsilyl)amide (1M in THF) is used in the preparation of 5-azacytidine, an antineoplastic drug. Also applied in the preparation of β3-AR agonists used in anti-stress formulations. It is also used as a reagent in the preparation of lanthanide complexes employed in selective cyclization reactions.
UsesPotassium bis(trimethylsilyl)amide is a strong base used in the alkylation carbonyl compounds.1
PreparationPotassium Hexamethyldisilazide is prepared and isolated by the procedure of Wannagat and Niederpruem. A more convenient in situ generation from potassium hydride and hexamethyldisilane is described by Brown.
General DescriptionThis product, 1.0 M in 2-methyltetrahydrofuran aligns with "Safer Solvents and Auxiliaries", "Use of Renewable Feedstocks" and "Inherently Safer Chemistry for Accident Prevention".
Potassium bis(trimethylsilyl)amide Preparation Products And Raw materials
Preparation ProductsCYCLOHEXANE-1 4-DICARBONITRILE 98% MIXT&
Bis(triphenylphosphinepalladium) acetate Bis(triphenylphosphine)nickel(II)chloride RINK AMIDE RESIN TRIMETHYLSILANE 4-[(2,4-Dimethoxyphenyl)(Fmoc-amino)methyl]phenoxyacetic acid Potassium sorbate Azidotrimethylsilane tert-Butyldimethylsilyl chloride Methyltriethoxysilane potassium amide Methyltrichlorosilane N-(Trimethylsilyl)acetamide 1,1,3,3-TETRAMETHYLDISILAZANE Dichlorodimethylsilane Potassium chloride Potassium Fomesafen TRIMETHYLSILYL CHLOROSULFONATE

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