Methylmagnesium Bromide Chemical Properties

Boiling point:

78-80℃

Density 

1.035 g/mL at 25 °C

Flash point:

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

InChIKey

AVFUHBJCUUTGCD-UHFFFAOYSA-M

CAS DataBase Reference

75-16-1(CAS DataBase Reference)

EPA Substance Registry System

Magnesium, 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

F 

1-3-10

TSCA 

Yes

HazardClass 

4.3

PackingGroup 

I

HS Code 

29319090

Hazardous Substances Data

75-16-1(Hazardous Substances Data)

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

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.

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(75-16-1)Related Product Information

• 4-CHLOROPHENYLMAGNESIUM BROMIDE
• Vinylmagnesium bromide
• ISOBUTYLMAGNESIUM BROMIDE
• Methylmagnesium Bromide
• 4-FLUOROPHENYLMAGNESIUM BROMIDE
• ISOPROPENYLMAGNESIUM BROMIDE
• ETHYNYLMAGNESIUM BROMIDE
• (1,3-DIOXAN-2-YLETHYL)MAGNESIUM BROMIDE
• Ethylmagnesium bromide
• 2,4,6-TRIMETHYLPHENYLMAGNESIUM BROMIDE
• O-TOLYLMAGNESIUM BROMIDE
• 4-Methoxyphenylmagnesium bromide
• P-TOLYLMAGNESIUM BROMIDE
• HEXYLMAGNESIUM BROMIDE
• N-PROPYLMAGNESIUM BROMIDE
• PHENYLMAGNESIUM BROMIDE
• N-PENTYLMAGNESIUM BROMIDE
• ALLYLMAGNESIUM BROMIDE