Potassium bis(trimethylsilyl)amide CAS#40949-94-8

Product Basic Information

CAS Number: 40949-94-8

Chemical Name: Potassium Hexamethyldisilazide (KHMDS)

Synonyms:

POTASSIUM HEXAMETHYLDISILAZANE; POTASSIUM HEXAMETHYLDISILAZIDE; 1,1,1,3,3,3-HEXAMETHYLDISILAZANE POTASSIUM SALT

Chemical Formula: \(\boldsymbol{C_6H_{18}KNSi_2}\)

Molecular Weight: 199.47

Appearance: Yellow clear liquid (solvent solution form; solid form is off-white powder)

Product Application of Potassium bis(trimethylsilyl)amide (KHMDS) CAS#40949-94-8

Potassium bis(trimethylsilyl)amide (KHMDS, typically available as 1M solution in THF) is a high-selectivity non-nucleophilic strong base for advanced organic synthesis. Its outstanding deprotonation performance and low nucleophilic characteristic effectively reduce side reactions in complex synthetic pathways.

The product is utilized in the manufacturing of 5-azacytidine, a well-known antineoplastic drug. It carries out selective deprotonation to build critical structural fragments throughout the API synthesis workflow. Moreover, it participates in the preparation of β3-AR agonists, raw materials applied for anti-stress therapeutic formulations, supporting the construction of core heterocyclic frameworks.

Furthermore, KHMDS is employed to synthesize lanthanide complexes. These metal complexes act as efficient catalysts for various selective cyclization reactions. Apart from the above applications, KHMDS is broadly used for enolate generation, anion formation and organometallic compound preparation in fine chemical research and pharmaceutical intermediate mass production. All operations require anhydrous and oxygen-free environments due to its high sensitivity to moisture.

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
color clear to slightly hazy yellow
Specific Gravity0.877
Water Solubility Reacts with water.
Sensitive Moisture Sensitive
Hydrolytic Sensitivity8: reacts rapidly with moisture, water, protic solvents
BRN 4006754
InChI1S/C6H18NSi2.K/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1
InChIKeyIUBQJLUDMLPAGT-UHFFFAOYSA-N
SMILESC[Si](C)(C)N([K])[Si](C)(C)C
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 TSCA listed
HazardClass 3
PackingGroup II
HS Code 29319090
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsEye Dam. 1
Skin Corr. 1B

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