Description
Specifications Table
Product Name – 4-Benzyloxyphenylmagnesium bromide, 0.8M solution in THF, AcroSeal®
Quantity/Pack Size – 100ML
Form – Liquid (THF solution)
Grade – Synthesis grade
Application – Organic synthesis, Grignard reactions
Product Overview
4-Benzyloxyphenylmagnesium bromide is a high-purity Grignard reagent supplied as a 0.8M solution in anhydrous tetrahydrofuran (THF) under the AcroSeal® packaging system. This moisture-sensitive organomagnesium compound is designed for precise organic synthesis applications where stability and reactivity are critical. The benzyloxy-substituted phenyl group enhances selectivity in nucleophilic addition and substitution reactions, making it ideal for constructing complex aromatic frameworks. The AcroSeal® technology ensures minimal exposure to atmospheric moisture during storage and handling, preserving reagent integrity. The THF solvent provides optimal solubility while maintaining reaction efficiency. This reagent is particularly valuable for synthesizing pharmaceutical intermediates, fine chemicals, and specialty materials where the benzyloxy protecting group offers strategic advantages in multi-step synthetic pathways. The 0.8M concentration balances reactivity with practical handling requirements, allowing for accurate stoichiometric control in laboratory-scale reactions.
FAQs
1. What is the typical shelf life of this Grignard reagent in AcroSeal® packaging?
The reagent maintains its specified concentration for 12 months from the date of manufacture when stored unopened at room temperature under the AcroSeal® protection system. Always verify the bottle’s integrity before use.
2. Can this solution be used directly in reactions without further purification?
The 0.8M solution is provided at synthesis grade purity and can typically be used directly in most applications. However, for highly sensitive reactions, some researchers prefer to titrate the solution to determine exact molarity before use.
3. What precautions should be taken when handling this THF solution?
As with all Grignard reagents, this solution is highly moisture-sensitive and pyrophoric. Handle under inert atmosphere (argon/nitrogen) using standard air-free techniques. The THF solvent is also highly flammable and should be kept away from ignition sources.
4. Is this reagent compatible with common organic solvents besides THF?
The reagent is specifically formulated in THF for optimal stability. While it may be soluble in other ethers like diethyl ether, solvent exchange can affect reactivity and is generally not recommended without proper validation.
5. How does the benzyloxy substituent affect the reagent’s reactivity compared to unsubstituted phenylmagnesium bromide?
The benzyloxy group is electron-donating, which slightly increases the nucleophilicity of the phenyl ring compared to unsubstituted phenylmagnesium bromide. This can lead to enhanced reactivity in certain electrophilic aromatic substitution reactions while also serving as a useful protecting group in synthetic sequences.
