Light gray to dark amber-grey slurry or solution
Benzyl magnesium chloride is used as a Grignard reagent in greener solvent, 2-methyltetrahydrofuran (2-MeTHF). It is also used as organic chemical synthesis intermediate.
Benzylmagnesium chloride (Grignard reagent) can be used as an alkylating reagent:
- For alkylating quinolyl-functionalized Cpchromium(III) complexes which are used as precursors for the preparation of active olefin polymerization catalysts.
- In the synthesis of 2,3-disubstituted benzopyran-4-ones, 6-chloro-8-methylpurine derivative, and phenylalanine derivatives.
Using an aryl trifluoromethanesulfonate as the electrophile and Benzylmagnesium chloride as the nucleophile, under Ni(cod)₂/L6 catalysis in cyclohexane, compound 4a was obtained in 76% yield after 24 h at 40 °C, along with a series of derivatives in 40–83% yields.
This product has been enhanced for energy efficiency.
reaction type: Grignard Reaction
In a 500-ml four-necked glass with condensation reflux device, thermometer, heating device, stirring device, and constant-pressure dropping funnel, 5.2 g of magnesium powder (0.22 mol) and 30 ml of ether were added.
In a glass flask, add 5.2 g of magnesium powder (0.22 mol, 10% excess) and 30 ml of ether; then mix 26.58 g of benzyl chloride (0.2 mol) and with 70 ml of ether to form a solution of benzyl chloride.
70 ml. of ether were mixed to form a solution of benzyl chloride and added to a constant-pressure dropping funnel, and 5 ml. of the benzyl chloride solution was added dropwise to the flask; to the flask
flask with 1 iodine crystal. Heat was applied to initiate the Grignard reaction and stirring was initiated to fully mix the material in the flask. Add the remaining solution dropwise to the flask.
The remaining benzyl chloride solution, adjust the drop acceleration, so that the solvent in the material is in a slow reflux state. 20min after the benzyl chloride solution drop is completed, continue to heat and reflux for 30min to get benzyl magnesium chloride solution.
Grignard reagents are organometallic compounds discovered by a French chemist, Victor Grignard in 1900. These compounds can be obtained as a formula “RMgX” by the reaction of halogenated hydrocarbons with magnesium metal in anhydrous solvents such as diethyl ether,1) and have been widely used in organic synthesis.
Grignard reagents are usually used as solutions, and they are typically grayish white ~ light brown clear solutions. They generally exist in an equilibrium between alkyl magnesium halides (RMgX) and dialkyl magnesium (R2Mg), which form equilibrium mixtures with complicated compositions (called “Schlenk equilibrium”).2) Furthermore, some of these species may cause precipitation due to their lower solubility. However, there is no problem in actual use.
In the case of precipitation being formed:
Please use it after gently shaking the bottle to fully disperse the suspension (If the amount of precipitation is very small, you can use the top clear layer of the suspension). Especially in cold conditions such as in winter, a large amount of precipitate may frequently form. In this case, please use it after crushing the solid with a dried glass stick. Alternatively, you can also use it the following. The bottle is put into a plastic bag and soaking in a water bath with warming at 40 degree C to dissolve the solid. Please be careful of volatilization of the organic solvent when the bottle is unsealing.
It reacts violently with water. Air & moisture sensitive. Incompatible with oxidizing agents and bases.
