Methylmagnesium chloride

CAS NO.：676-58-4
Empirical Formula: CH3ClMg
Molecular Weight: 74.79
MDL number: MFCD00000468
EINECS: 211-629-7
SAFETY DATA SHEET (SDS)
Update Date: 2025-02-20 20:43:57

What is Methylmagnesium chloride ?

Chemical properties

dark brown solution

The Uses of Methylmagnesium chloride

Methylmagnesium chloride is used as a Grignard reagent and an alkylating agent in organic synthesis.

Definition

ChEBI: Methylmagnesium chloride is an alkylmagnesium halide and a one-carbon compound. available as a solutionin tetrahydrofuran.

What are the applications of Application

Methylmagnesium chloride solution (3 M in THF) undergoes 1,3-addition with dialdose derived nitrones to form N-benzylhydroxylamines. The reductive cleavage of the N-O bond of these N-benzylhydroxylamines results in N-benzylaminosugars, which are key moieties of bioactive compounds. It can also react with Garner type aldehydes to form the corresponding secondary alcohols.

Preparation

reaction of methyl chloride and magnesium in anhydrous diethyl ether, usually in the presence of an initiator.

Reactions

Methylmagnesium chloride can react with acidic hydrogen on oxygen, sulfur and alkyne carbon of compounds containing active hydrogen (such as water, alcohol, mercaptan, amine, amide, acid, sulfonic acid, etc.); Propyl bromide, etc.) undergoes a coupling reaction; it can react with oxygen and carbon dioxide, aldehydes, ketones, etc.

Hazard

Flammable, dangerous fire and explosionrisk.

Properties of Methylmagnesium chloride

Boiling point:	66 °C
Density	1.013 g/mL at 25 °C
Flash point:	−1 °F
storage temp.	Store below +30°C.
solubility	Miscible with diethyl ether and tetrahydrofuran.
form	Liquid
color	Pale brown to dark green
Water Solubility	reacts
Sensitive	Air & Moisture Sensitive
BRN	3587199
Exposure limits	ACGIH: TWA 50 ppm; STEL 100 ppm (Skin) OSHA: TWA 200 ppm(590 mg/m3) NIOSH: IDLH 2000 ppm; TWA 200 ppm(590 mg/m3); STEL 250 ppm(735 mg/m3)
CAS DataBase Reference	676-58-4(CAS DataBase Reference)
EPA Substance Registry System	Magnesium, chloromethyl- (676-58-4)

Safety information for Methylmagnesium chloride

Signal word	Danger
Pictogram(s)	Flame Flammables GHS02 Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07 Health Hazard GHS08
GHS Hazard Statements	H225:Flammable liquids H260:Substances And Mixtures Which, In Contact With Water,Emit Flammable Gases H261:Substances And Mixtures Which, In Contact With Water,Emit Flammable Gases H302:Acute toxicity,oral H314:Skin corrosion/irritation H318:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H351:Carcinogenicity
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P280:Wear protective gloves/protective clothing/eye protection/face protection. P231+P232:Handle under inert gas. Protect from moisture. P309:IF exposed or if you feel unwell: P310:Immediately call a POISON CENTER or doctor/physician. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P370+P378:In case of fire: Use … for extinction. P402+P404:Store in a dry place. Store in a closed container. P403+P235:Store in a well-ventilated place. Keep cool.