900814
SLAP TM
≥95%
Synonym(s):
2-(((Trimethylsilyl)methyl)thio)ethanamine
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About This Item
Empirical Formula (Hill Notation):
C6H17NSSi
CAS Number:
Molecular Weight:
163.36
UNSPSC Code:
12352200
NACRES:
NA.22
Recommended Products
Assay
≥95%
form
liquid
refractive index
n/D 1.4811
density
0.90746 g/mL
functional group
amine
thioether
storage temp.
2-8°C
SMILES string
NCCSC[Si](C)(C)C
Application
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.
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
related product
Product No.
Description
Pricing
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
174.0 °F
Flash Point(C)
78.89 °C
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