ChemicalBook CAS DataBase List Benzylmagnesium chloride

Benzylmagnesium chloride synthesis

5synthesis methods

Product Name:Benzylmagnesium chloride
CAS Number:6921-34-2
Molecular formula:C7H7ClMg
Molecular Weight:150.89

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 magnesi

100-44-7 Synthesis

100-44-7
643 suppliers
$13.50/250G

103-29-7 Synthesis

103-29-7
285 suppliers
$9.00/25g

6921-34-2
230 suppliers
$53.20/100ml

Yield:6921-34-2 83%

Reaction Conditions:

with magnesium in tetrahydrofuran;2-methyltetrahydrofuran at 60; under 5171.62 Torr;Inert atmosphere;Flow reactor;Solvent;Temperature;

Steps:

1.2.3. Grignard reagents (RMgX)
General procedure: Bromoethane (3.336 g, 2.28 mL, 30.00 mmol, 1 equiv) is dissolved in THF (22.7 mL) in a flask under argon. The organohalide 1.2 M solution is flowed through activated magnesium (chips/powder 1:1 wt %, 1.49 g, 60 mmol, 2 equiv) with BPR (100 psi) at 0.5 mL/min and 25 °C (Figure S1). After ≈4 min, the outcome solution is collected in a vial containing 2-hydroxybenzaldehyde phenylhydrazone (20-40 mg). When the yellow color solution turns orange, Grignard reagent solution is collected in a flask under argon. When the starting material solution is consumed, organomagnesium collection is maintained during 4 min (≈2-fold the residence time), pumping THF at 0.5 mL/min, yielding 90% of ethylmagnesium bromide as clear 1.08 M solution (≈20 mL, the yield is calculated in a steady state because the discarded volume of head and tail solution is constant, independently of the volume of organohalide solution converted). The concentration determination with 2-hydroxybenzaldehyde phenylhydrazone (82.3 mg, 0.38 mmol) dissolved in THF (1 mL) consumed 0.37 mL of EtMgBr corresponding to 1.03 M. The concentration determination with benzoic acid (46.2 mg, 0.37 mmol) and 4-(phenylazo)diphenylamine (indicator) dissolved in THF (1 mL) consumed 0.33 mL of EtMgBr corresponding to 1.12 M.

References:

Adamo, Andrea;Berton, Mateo;McQuade, D. Tyler;Sheehan, Kevin [Beilstein Journal of Organic Chemistry,2020,vol. 16,p. 1343 - 1356] Location in patent:supporting information

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100-44-7 Synthesis

100-44-7
643 suppliers
$13.50/250G

6921-34-2
230 suppliers
$53.20/100ml

References