Specifications Table

Product Name – [4-(1-Piperidinylmethyl)phenyl]magnesium bromide, 0.25M solution in THF, AcroSeal®
Quantity/Pack Size – 50ML
Form – Liquid (THF solution)
Grade – Synthesis grade
Application – Organic synthesis, Grignard reactions, C-C coupling

Product Overview

[4-(1-Piperidinylmethyl)phenyl]magnesium bromide is a 0.25M Grignard reagent solution in anhydrous tetrahydrofuran (THF), packaged under nitrogen in AcroSeal® technology to prevent moisture contamination and ensure long-term stability. This organomagnesium halide is synthesized for high reactivity in carbon-carbon bond formation, offering researchers a reliable reagent for complex organic transformations. The THF solvent is rigorously dried and distilled to maintain less than 50 ppm water content, critical for Grignard reagent viability. The piperidinylmethyl functional group provides unique reactivity profiles compared to simpler arylmagnesium bromides, enabling selective synthesis pathways. Each batch undergoes Karl Fischer titration for moisture verification and GC-MS purity analysis to guarantee ≥95% active reagent concentration. The AcroSeal® packaging features a PTFE-lined septum and aluminum crimp seal, allowing for multiple aliquot withdrawals without compromising the inert atmosphere. This formulation is particularly valued in pharmaceutical intermediate synthesis where steric hindrance and nucleophilicity must be precisely controlled.

FAQs

1. What is the typical reaction temperature range for this Grignard reagent?

Most reactions proceed optimally between -78°C to 25°C, though the exact range depends on the electrophile’s reactivity. Lower temperatures are recommended for highly reactive substrates to control exothermic reactions.

2. Can this reagent be used with aqueous workups?

The reagent decomposes violently in water. Quenching should be done cautiously with saturated NH4Cl solution or dilute HCl, followed by gradual addition to aqueous phases.

3. What alternatives exist for similar piperidinyl-containing Grignard reagents?

Alternatives include 4-(piperidin-1-yl)phenylmagnesium chloride or the corresponding lithium reagent, though these may exhibit different reactivity profiles and require adjusted reaction conditions.

4. How should this reagent be stored for maximum shelf life?

Store at 2-8°C in the original AcroSeal® container, protected from light and moisture. Avoid transferring to glassware without inert atmosphere, as exposure to air significantly reduces potency.

5. What analytical techniques confirm the reagent’s purity before use?

Purity can be verified through titration with standard iodine solution or by 1H-NMR spectroscopy, where the characteristic aromatic and piperidinyl proton signals should match reference spectra.