900756 Sigma-Aldrich



Synonym: 2-((Trimethylsilyl)methoxy)ethan-1-amine

  • CAS Number 2093935-94-3

  • Empirical Formula (Hill Notation) C6H17NOSi

  • Molecular Weight 147.29



Related Categories Chemical Synthesis, Organometallic Reagents, SLAP Reagents More...
Quality Level   100
assay   ≥95%
form   liquid
storage temp.   2-8°C
SMILES string   NCCOC[Si](C)(C)C


Other Notes

• Lewis Acid Induced Toggle from Ir(II) to Ir(IV) Pathways in Photocatalytic Reactions: Synthesis of Thiomorpholines and Thiazepanes from Aldehydes and SLAP Reagents
• Silicon Amine Reagents for the Photocatalytic Synthesis of Piperazines from Aldehydes and Ketones


When used with aliphatic or aromatic aldehydes, this silicon amine protocol (SLAP) reagent enables the photomediated synthesis of thiomorpholines and thiazepanes. For photocatalytic cross-coupling with this SLAP Reagent, Ir[(ppy)2dtbbpy]PF6 (747769) is used with a recommended starting combination of Lewis acids Bi(OTf)3 (633305) and Cu(OTf)2 (283673) prior to subsequent substrate-specific optimization. This product was introduced in collaboration with the Bode Research Group and provides a tin-free alternative to SnAP (tin amine protocol) reagents and is well-suited for scale-up reactions.

Safety & Documentation

Safety Information

NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Protocols & Articles


SLAP Reagents for Piperazine Synthesis

The Bode group has recently developed and commercialized a number of SnAP (stannyl amine protocol) reagents that cross-couple with aldehydes and ketones to provide one-step access to a wide variety o...
Keywords: Building blocks, Chromatography, Column chromatography, Continuous flow chemistry, Cyclizations, Heterocycle formation, Infrared spectroscopy, Mass spectrometry, Solvents, transformation

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