900756

SLAP M

≥95%

• Synonym(s): 2-((Trimethylsilyl)methoxy)ethan-1-amine
• Empirical Formula (Hill Notation): C₆H₁₇NOSi
• CAS Number: 2093935-94-3
• Molecular Weight: 147.29
• UNSPSC Code: 12352200

Properties

• Assay: ≥95%
• form: liquid
• storage temp.: 2-8°C
• SMILES string: NCCOC[Si](C)(C)C

Description

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

• Lewis Acid Induced Toggle from Ir(II) to Ir(IV) Pathways in Photocatalytic Reactions: Synthesis of Thiomorpholines and Thiazepanes from Aldehydes and SLAP Reagents
• Silicon Amine Reagents for the Photocatalytic Synthesis of Piperazines from Aldehydes and Ketones

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable