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189901

Sigma-Aldrich

Methylmagnesium chloride solution

3.0 M in THF

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Synonym(s):
Chloromethylmagnesium, Methyl magnesium chloride, Methylmagnesiumchloride
Linear Formula:
CH3MgCl
CAS Number:
Molecular Weight:
74.79
Beilstein:
3587199
MDL number:
PubChem Substance ID:
NACRES:
NA.22

autoignition temp.

609 °F

Quality Level

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.

Legal Information

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

Signal Word

Danger

Hazard Classifications

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

Supplementary Hazards

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

1.0 °F - closed cup

Flash Point(C)

-17.2 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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  5. Is the BHT inhibitor present in Product 189901, Methylmagnesium chloride solution?

    Yes, BHT is present in the THF. This information can be found on the MSDS, which is available from our website.

  6. Can Product 189901, Methylmagnesium chloride solution, be used if a precipitate is present?

    If a precipitate is present, the product can be heated and stirred until the precipitate is dissolved.

  7. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

A new route to aminosugars from sugar nitrones: synthesis of 6-deoxynojirimycin.
Dhavale DD
Tetrahedron Asymmetry, 8(9), 1475-1486 (1997)

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