900399

SLAP N-Bn Pip Reagent

95%

• Synonym(s): N¹-Benzyl-N¹-((trimethylsilyl)methyl)ethane-1,2-diamine
• Empirical Formula (Hill Notation): C₁₃H₂₄N₂Si
• CAS Number: 1908469-38-4
• Molecular Weight: 236.43
• MDL number: MFCD30183339
• UNSPSC Code: 12352200
• PubChem Substance ID: 329769827
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 95%
• form: liquid (paste)
• refractive index: n/D 1.5071
• 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

Description

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 198.0 °F
• Flash Point(C): 92.2 °C