Methylmagnesium Bromide

Methylmagnesium Bromide Basic information
Product Name:Methylmagnesium Bromide
Synonyms:METHYLMAGNESIUM BROMIDE;Methyl magnesium bromide(in ethyl ether);BROMOMETHYLMAGNESIUM;bromomethyl-magnesiu;methyl-magnesiubromide(ethylethersolution)[qr];methylmagnesium bromide sol.;METHYLMAGNESIUM BROMIDE, 1.0M SOLUTION I N BUTYL ETHER;METHYLMAGNESIUM BROMIDE SOL., ~3 M IN DI ETHYL ETHER
CAS:75-16-1
MF:CH3BrMg
MW:119.24
EINECS:200-844-1
Product Categories:GRIGNARD REAGENTS;AlkylChemical Synthesis;Grignard Reagents;Organic Bases;Organometallic Reagents;Synthetic Reagents;Classes of Metal Compounds;Grignard Reagents & Alkyl Metals;Mg (Magnesium) Compounds;Synthetic Organic Chemistry;Typical Metal Compounds;grignard reagent;Synthetic Reagents
Mol File:75-16-1.mol
Methylmagnesium Bromide Structure
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 limitsACGIH: TWA 400 ppm; STEL 500 ppm
OSHA: TWA 400 ppm(1200 mg/m3)
NIOSH: IDLH 1900 ppm
InChIKeyAVFUHBJCUUTGCD-UHFFFAOYSA-M
CAS DataBase Reference75-16-1(CAS DataBase Reference)
EPA Substance Registry SystemMagnesium, bromomethyl- (75-16-1)
Safety Information
Hazard Codes C,F+,F
Risk Statements 12-14-19-22-34-66-67-52/53-10-65-63-48/20-14/15-11-37
Safety Statements 9-16-26-45-61-36/37/39-62-43-36/37-23
RIDADR UN 3399 4.3/PG 1
WGK Germany 2
RTECS OM3700000
1-3-10
TSCA Yes
HazardClass 4.3
PackingGroup I
HS Code 29319090
Hazardous Substances Data75-16-1(Hazardous Substances Data)
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Methylmagnesium Bromide Usage And Synthesis
Chemical PropertiesClear brown solution when properly stored
UsesGrignard reagent in greener solvent, 2-methyltetrahydrofuran (2-MeTHF)
UsesMethylmagnesium bromide is widely used in organic synthesis.
ApplicationMethylmagnesium 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).
DefinitionAvailable in solution inether.
General DescriptionA colorless cloudy solution in diethyl ether. Flash point -49°F. Vapors heavier than air.
Air & Water ReactionsHighly 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 ProfileOrganometallics, 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.
HazardFlammable, dangerous fire and explosionrisk.
Health HazardFire 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 HazardFlammable/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.
Safety ProfileMay 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.
4-TERT-BUTYLPHENYLMAGNESIUM BROMIDE N-OCTYLMAGNESIUM BROMIDE O-TOLYLMAGNESIUM BROMIDE 2,6-DIMETHYLPHENYLMAGNESIUM BROMIDE ISOBUTYLMAGNESIUM BROMIDE 4-FLUOROPHENYLMAGNESIUM BROMIDE ETHYNYLMAGNESIUM BROMIDE DODECYLMAGNESIUM BROMIDE Methylmagnesium Bromide (1,3-DIOXAN-2-YLETHYL)MAGNESIUM BROMIDE 4-CHLOROPHENYLMAGNESIUM BROMIDE ISOPROPENYLMAGNESIUM BROMIDE 4-FLUORO-3-METHYLPHENYLMAGNESIUM BROMIDE 1-NAPHTHYLMAGNESIUM BROMIDE PHENYLETHYNYLMAGNESIUM BROMIDE 2,4,6-TRIMETHYLPHENYLMAGNESIUM BROMIDE 4-Methoxyphenylmagnesium bromide Ethylmagnesium bromide

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