900399
SLAP N-Bn Pip Reagent
95%
Synonym(s):
N1-Benzyl-N1-((trimethylsilyl)methyl)ethane-1,2-diamine
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About This Item
Empirical Formula (Hill Notation):
C13H24N2Si
CAS Number:
Molecular Weight:
236.43
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
Quality Segment
assay
95%
form
liquid (paste)
refractive index
n
density
0.9366 g/mL
functional group
amine, phenyl
storage temp.
−20°C
SMILES string
[Si](CN(CCN)Cc1ccccc1)(C)(C)C
InChI
1S/C13H24N2Si/c1-16(2,3)12-15(10-9-14)11-13-7-5-4-6-8-13/h4-8H,9-12,14H2,1-3H3
InChI key
OIVATBFWYNCAKW-UHFFFAOYSA-N
Application
Silicon amine protocol (SLAP) reagents, in conjunction with aldehydes and ketones, form N-unprotected piperazines via photocatalytic cross-coupling with Ir[(ppy)2dtbbpy]PF6 (747769). Heteroaromatic, aromatic, and aliphatic aldehydes are well tolerated, as are structurally and stereochemically complex SLAP reagents. This product was introduced in collaboration with the Bode Research Group and provides a tin-free alternative to SnAP (tin amine protocol) reagents for piperazine synthesis.
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
Signal Word
Warning
Hazard Codes
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class
10 - Combustible liquids
WGK
WGK 3
Flash Point (°F)
198.0 °F
Flash Point (°C)
92.2 °C
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