Sodium bis(trimethylsilyl)amide solution (NaHMDS) is widely used as a strong base in organic synthesis for deprotonation reactions and base-catalyzed reactions. It is also involved in the generation of enolates, Wittig reagents and carbenes.
Synonyms: Hexamethyldisilazane sodium salt solution
Molecular Formula: C6H18NNaSi2
Molecular Weight: 183.37
Linear Structural Formula: [(CH3)3Si]2NNa
MDL Number: MFCD00009835
Density: 0.904 g/mL at 25 C
Application: NaHMDS can be used as a base:
• In the synthesis of N-boc-1-amino-1,3-diene derivatives from N-boc-1-amino-4-methoxy-2-alkenes via 1,4-elimination reactions.
• To deprotonate alkyl or aryl ketones to generate enolate derivatives by hydroxylation reaction.
• In the enantioselective synthesis of 1,2-amino alcohols by the reaction between various nitroalkanes and aldehydes via nitroaldol reaction promoted by bimetallic heterogeneous catalyst.
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RIDADR: UN 2924 8(3) / PGII
WGK Germany: 3
Flash Point(F): 1.4 F
Flash Point(C): -17 C
R Codes: 11-14-19-34-37-40
S Codes: 16-26-36/37/39-45
IOD Codes: F,C
Symbol: GHS02, GHS05, GHS07, GHS08
Signal Word: Danger
Hazard Statements: H225-H314-H335-H351
Precautionary statements: P210-P260-P280-P305 + P351 + P338-P370 + P378-P403 + P235