900400

SLAP 3-SpiroCyHex N-Bn Pip Reagent

≥95%

• Synonym(s): 1-((Benzyl((trimethylsilyl)methyl)amino)methyl)cyclohexanamine
• Empirical Formula (Hill Notation): C₁₈H₃₂N₂Si
• Molecular Weight: 304.55
• UNSPSC Code: 12352103
• PubChem Substance ID: 329769828
• NACRES: NA.22

Properties

• Assay: ≥95%
• form: liquid
• refractive index: n/D 1.516
• density: 0.956 g/mL
• functional group: amine; phenyl
• storage temp.: −20°C
• InChI: 1S/C18H32N2Si/c1-21(2,3)16-20(14-17-10-6-4-7-11-17)15-18(19)12-8-5-9-13-18/h4,6-7,10-11H,5,8-9,12-16,19H2,1-3H3
• InChI key: HHDPYUUHZQUCNL-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