Ethylmagnesium bromide Property

Melting point:

-116.3°C

Boiling point:

34.6°C

Density 

1.02 g/mL at 25 °C

Flash point:

<−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)

Safety

Hazard Codes 

F+,C,F

Risk Statements 

12-14/15-19-22-34-66-67-40-11-14-37

Safety Statements 

16-26-36/37/39-43-45-7/8-27-9

RIDADR 

UN 3399 4.3/PG 1

WGK Germany 

1

F 

1-3-10

TSCA 

Yes

HazardClass 

4.3

PackingGroup 

I

HS Code 

29319090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H224Extremely flammable liquid and vapour

H225Highly Flammable liquid and vapour

H250Catches fire spontaneously if exposed to air

H260In contact with water releases flammable gases which may ignite spontaneously

H261In contact with water releases flammable gas

H302Harmful if swallowed

H303May be harmfulif swallowed

H314Causes severe skin burns and eye damage

H318Causes serious eye damage

H335May cause respiratory irritation

H336May cause drowsiness or dizziness

H351Suspected of causing cancer

H361Suspected of damaging fertility or the unborn child

H371May cause damage to organs

H372Causes damage to organs through prolonged or repeated exposure

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P222Do not allow contact with air.

P223Keep away from any possible contact with water, because of violent reaction and possible flash fire.

P231+P232Handle under inert gas. Protect from moisture.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

P310Immediately call a POISON CENTER or doctor/physician.

P335+P334Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.

P370+P378In case of fire: Use … for extinction.

P402+P404Store in a dry place. Store in a closed container.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P422Store contents under …

Ethylmagnesium bromide Chemical Properties,Usage,Production

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.