Alkali metal hexamethyldisilazanes for variety of chemical reactions and transformations
Potassium hexamethyldisilazane (KHMDS), sodium hexamethyldisilazane (NaHMDS), and lithium hexamethyldisilazane (LiHMDS) are strong non-nucleophilic base reagents useful in a wide variety of chemical reactions and transformations.
Applications include alkylation, arylation, acylation, ring formation, isomerization, rearrangements, aldol condensations, Wittig and Horner-Emmons reactions and polymerization.
Chemists strive for selectivity and specificity in a reaction to increase the yield of the desired product and minimize by-product formation. High selectivity and specificity can lead to simpler, less expensive purification routes to the desired product. Alkali metal hexamethyldisilazane (MHMDS) bases can help achieve these goals. They are selective base reagents due to the following characteristics:
- non-nucleophilic, hindered amine base,
- higher base strength than alkali metal alkoxides,
- kinetic deprotonation achieved,
- hydrocarbon soluble base,
- reduction of substrate rarely occurs,
- not prone to one-electron-transfer side-reactions, and
- safer than alkali metal hydrides and lithium alkyls
MHMDSs (M=Li, Na, K) can catalyze transition metal-free reactions and act as a ligand while reacting with a wide range of metal halides forming M(HMDS)x catalysts. This topic covers a wide range of applications, please review the individual technical notes for additional information.
Featured Products:
19-1045 CALLERY™ Potassium hexamethyldisilazane, 15% in toluene (40949-94-8)
03-1275 CALLERY™ Lithium hexamethyldisilazane, 24% solution in tetrahydrofuran (4039-32-1)
11-1275 CALLERY™ Sodium hexamethyldisilazane, 40% solution in tetrahydrofuran (1070-89-9)