|
|
| | Methylmagnesium Bromide Basic information |
| | Methylmagnesium Bromide Chemical Properties |
| Boiling point | 78-80℃ | | density | 1.035 g/mL at 25 °C | | Fp | 77 °F | | storage temp. | water-free area | | form | Solution, may develop some turbidity precipitate | | color | Pale brown | | Water Solubility | Reacts with water. | | Sensitive | Air & Moisture Sensitive | | BRN | 3535220 | | Exposure limits | ACGIH: TWA 400 ppm; STEL 500 ppm
OSHA: TWA 400 ppm(1200 mg/m3)
NIOSH: IDLH 1900 ppm | | InChI | InChI=1S/CH3.BrH.Mg/h1H3;1H;/q;;+1/p-1 | | InChIKey | AVFUHBJCUUTGCD-UHFFFAOYSA-M | | SMILES | [Mg](C)Br | | CAS DataBase Reference | 75-16-1(CAS DataBase Reference) | | EPA Substance Registry System | Magnesium, bromomethyl- (75-16-1) |
| | Methylmagnesium Bromide Usage And Synthesis |
| Chemical Properties | Clear brown solution when properly stored | | Uses | Grignard reagent in greener solvent, 2-methyltetrahydrofuran (2-MeTHF) | | Uses | Methylmagnesium bromide is widely used in organic synthesis. | | Application | Methylmagnesium bromide solution (3M in diethyl ether) be used to synthesize:
3(4R)-{3(2R,3S)-[4′-(1′-triphenylmethyl)imidazole]-2-bromo-1-oxobutyl)-4-phenyl2-oxazolidinone.
Benzyl 2-(2-oxopropyl)piperidine-1-carboxylate.
(R*, R*) 1-[1-(1-phenylethyl)pyrrolidin-2-yl]propan-2-one). | | Definition | Available in solution inether. | | General Description | A colorless cloudy solution in diethyl ether. Flash point -49°F. Vapors heavier than air. | | Air & Water Reactions | Highly flammable. Reacts with water or moisture in the air to form flammable methane gas. The heat from this reaction may be sufficient to ignite the produced methane [AAR 1991]. Unstable peroxides may form with exposure of the ether to air. This is a slow process. | | Reactivity Profile | Organometallics, such as METHYL MAGNESIUM BROMIDE, are reactive with many other groups. Incompatible with acids and bases. Organometallics are good reducing agents and therefore incompatible with oxidizing agents. Often reactive with water to generate toxic or flammable gases. | | Hazard | Flammable, dangerous fire and explosionrisk. | | Health Hazard | Fire will produce irritating, corrosive and/or toxic gases. Inhalation of decomposition products may cause severe injury or death. Contact with substance may cause severe burns to skin and eyes. Runoff from fire control may cause pollution. | | Fire Hazard | Flammable/combustible material. May ignite on contact with moist air or moisture. May burn rapidly with flare-burning effect. Some react vigorously or explosively on contact with water. Some may decompose explosively when heated or involved in a fire. May re-ignite after fire is extinguished. Runoff may create fire or explosion hazard. Containers may explode when heated. | | reaction suitability | reaction type: Grignard Reaction | | Safety Profile | May ignite
spontaneously in air. A very dangerous fire
hazard when exposed to heat or flame; can
react vigorously with oxidizing materials.
When heated to decomposition it emits
acrid smoke and irritating fumes. | | Solubility in organics | Solubility: MeMgBr (Methylmagnesium Bromide) and MeMgI sol Et2O; MeMgCl and MeMgBr sol THF. MgI2 precipitates when MeMgI is prepared in THF, leaving mainly Me2Mg in the solution; some MgCl2 generally precipitates when MeMgCl is prepared in Et2O, particularly if the solution lasts several days. All are insoluble in hydrocarbons.
|
| | Methylmagnesium Bromide Preparation Products And Raw materials |
|