900402

SLAP HydroQuinoxaline

95%

• Synonym(s): trans-N¹-Benzyl-N¹-((trimethylsilyl)methyl)cyclohexane-1,2-diamine
• Empirical Formula (Hill Notation): C₁₇H₃₀N₂Si
• Molecular Weight: 290.52
• UNSPSC Code: 12352103
• NACRES: NA.22

Properties

• Assay: 95%
• form: liquid
• refractive index: n/D 1.5222
• density: 0.961 g/mL
• functional group: amine; phenyl
• storage temp.: −20°C

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

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): >230.0 °F
• Flash Point(C): > 110 °C