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Methylmagnesium chloride

Methylmagnesium chloride Basic information
Product Name:Methylmagnesium chloride
Synonyms:chloromethyl-magnesiu;METHYLMAGNESIUM CHLORIDE;METHYLMAGNESIUM CHLORIDE, 2.5M SOLUTIONIN BUTYL DIGLYME;METHYLMAGNESIUM CHLORIDE, 3.0M SOLUTION IN TETRAHYDROFURAN;METHYLMAGNESIUM CHLORIDE SOLUTION, ~3 M IN THF;METHYLMAGNESIUM CHLORIDE, 3.0M SOLUTION;Methylmagnesium chloride solution technical, ~3 M in THF;Methylmagnesium chloride, 22 wt% solution in tetrahydrofuran, AcroSeal
CAS:676-58-4
MF:CH3ClMg
MW:74.79
EINECS:211-629-7
Product Categories:AlkylChemical Synthesis;Grignard Reagents;Organometallics;Organic Bases;Organometallic Reagents;Synthetic Reagents;GRIGNARD REAGENTS;grignard reagent;bc0001
Mol File:676-58-4.mol
Methylmagnesium chloride Structure
Methylmagnesium chloride Chemical Properties
Boiling point 66 °C
density 1.013 g/mL at 25 °C
Fp −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 limitsACGIH: 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 Reference676-58-4(CAS DataBase Reference)
EPA Substance Registry SystemMagnesium, chloromethyl- (676-58-4)
Safety Information
Hazard Codes F,C
Risk Statements 11-14/15-34-19-15-37-14
Safety Statements 26-30-36/37/39-43-45-7/8-33-29-16
RIDADR UN 3399 4.3/PG 2
WGK Germany 1
F 1-3-10
Autoignition Temperature609 °F
TSCA Yes
HazardClass 4.3
PackingGroup I
HS Code 29319090
Hazardous Substances Data676-58-4(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Methylmagnesium chloride English
SigmaAldrich English
ACROS English
ALFA English
Methylmagnesium chloride Usage And Synthesis
Chemical Propertiesdark brown solution
UsesMethylmagnesium chloride is used as a Grignard reagent and an alkylating agent in organic synthesis.
ApplicationMethylmagnesium 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.
Preparationreaction of methyl chloride and magnesium in anhydrous diethyl ether, usually in the presence of an initiator.
DefinitionChEBI: Methylmagnesium chloride is an alkylmagnesium halide and a one-carbon compound. available as a solutionin tetrahydrofuran.
ReactionsMethylmagnesium 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.
HazardFlammable, dangerous fire and explosionrisk.
Methylene Chloride Chlorodimethylphenylsilane Magnesium monochloride Chloromethyl methyl ether Calcium chloride Acetyl chloride Vinylmagnesium chloride Benzylmagnesium chloride Choline chloride Pivaloyl chloride 2-Methylbenzyl chloride Ammonium chloride Polyvinyl chloride Magnesium chloride hexahydrate Potassium chloride 2-​[[(2-​ethylphenyl)​(2-​hydroxyethyl)​amino]​methyl]​-​3,​3-​difluoro-Propanenitrile Chloromethane Magnesium chloride
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