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| | Ethylmagnesium bromide Basic information |
| | Ethylmagnesium bromide Chemical Properties |
| Melting point | -116.3°C | | Boiling point | 34.6°C | | density | 1.02 g/mL at 25 °C | | Fp | <−30 °F | | storage temp. | water-free area | | solubility | Miscible in alcohols, ketones, esters, ethers, hydrocarbons. | | form | Solution | | color | Pale yellow to brown | | Water Solubility | Reacts with water. | | Sensitive | Air & Moisture Sensitive | | BRN | 3587203 | | Exposure limits | ACGIH: TWA 400 ppm; STEL 500 ppm
OSHA: TWA 400 ppm(1200 mg/m3)
NIOSH: IDLH 1900 ppm | | InChI | InChI=1S/C2H5.BrH.Mg/c1-2;;/h1H2,2H3;1H;/q;;+1/p-1 | | InChIKey | TWTWFMUQSOFTRN-UHFFFAOYSA-M | | SMILES | C(C)[Mg]Br | | CAS DataBase Reference | 925-90-6(CAS DataBase Reference) | | EPA Substance Registry System | Magnesium, bromoethyl- (925-90-6) |
| | Ethylmagnesium bromide Usage And Synthesis |
| Chemical Properties | Ethylmagnesium bromide is generally sold as a dark brown solution and can be dissolved in diethyl ether, butyl ether, isopropyl ether, THF and anisole. | | Uses | Ethylmagnesium Bromide is a useful reagent in preparation of zirconium complexes having two phenoxy-imine chelate ligands for olefin polymerization. | | Preparation | Ethylmagnesium bromide is commercially available, usually as a solution in diethyl ether or tetrahydrofuran. It may be prepared in the normal manner of Grignard reagents — by reacting bromoethane with magnesium in diethyl ether:
EtBr + Mg → EtMgBr | | Reactions | Ethylmagnesium bromide reacts with water to produce ethane.
CH3CH2MgBr+H2O→CH3-CH3+Mg(OH)Br
Reaction of ethylmagnesium bromide with ethyl acetate in the presence of styrene and titanium(IV) isopropoxide as a catalyst leads to (Z)-1-methyl-2-phenylcyclopropanol in 42% yield. | | General Description | Ethylmagnesium bromide, an organomagnesium compound, is commonly known as Grignard reagent. It is a powerful carbon nucleophile mainly used for C-C bond formation. Ethylmagnesium bromide solution (3.0 M in diethyl ether) can be used for copper(I)-catalyzed allylic substitution reaction.
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. | | Hazard | Flammable, dangerous fire risk. |
| | Ethylmagnesium bromide Preparation Products And Raw materials |
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