900755 Sigma-Aldrich



Synonym: 3-(((Trimethylsilyl)methyl)thio)propan-1-amine

  • CAS Number 2093935-86-3

  • Empirical Formula (Hill Notation) C7H19NSSi

  • Molecular Weight 177.38

  •  NACRES NA.22



Related Categories Chemical Synthesis, Organometallic Reagents, Organosilicon, Other Organosilicon, SLAP Reagents More...
Quality Level   100
assay   95%
form   liquid
density   0.90452
storage temp.   2-8°C


Other Notes

• Technology Spotlight: SLAP Reagents for Piperazine Synthesis
• Silicon Amine Reagents for the Photocatalytic Synthesis of Piperazines from Aldehydes and Ketones
• Lewis Acid Induced Toggle from Ir(II) to Ir(IV) Pathways in Photocatalytic Reactions: Synthesis of Thiomorpholines and Thiazepanes from Aldehydes and SLAP Reagents.
• Continuous Flow Synthesis of Morpholines and Oxazepanes with Silicon Amine Protocol (SLAP) Reagents and Lewis Acid Facilitated Photoredox Catalysis


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.


500 mg in amber glass bottle

Safety & Documentation

Safety Information

Signal word 
Hazard statements 
Precautionary statements 
UN 1993C 3 / PGIII
WGK Germany 
Flash Point(F) 
75.0 °F
Flash Point(C) 
23.89 °C


Certificate of Analysis (COA)

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Protocols & Articles


Jeffrey Bode Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Jeffrey Bode Group – Professor Product Portal
Keywords: Annulations, Asymmetric synthesis, Catalysis, Cross couplings, transformation

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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