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189901

Sigma-Aldrich

Methylmagnesium chloride solution

3.0 M in THF

Synonym(s):

Chloromethylmagnesium, Methyl magnesium chloride, Methylmagnesiumchloride

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About This Item

Linear Formula:
CH3MgCl
CAS Number:
676-58-4
Molecular Weight:
74.79
Beilstein/REAXYS Number:
3587199
MDL number:
MFCD00000468
UNSPSC Code:
12352103
PubChem Substance ID:
24851404
NACRES:
NA.22

autoignition temp.

609 °F

Quality Level

200

reaction suitability

reaction type: Grignard Reaction

concentration

3.0 M in THF

density

1.013 g/mL at 25 °C

SMILES string

C[Mg]Cl

InChI

1S/CH3.ClH.Mg/h1H3;1H;/q;;+1/p-1

InChI key

RQNMYNYHBQQZSP-UHFFFAOYSA-M

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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.

Packaging

The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.
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Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - Water-react 1

supp_hazards

EUH014 - EUH019

Storage Class

4.3 - Hazardous materials, which set free flammable gases upon contact with water

wgk_germany

WGK 3

flash_point_f

1.0 °F - closed cup

flash_point_c

-17.2 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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