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Merck
CN

189901

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
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
24851404
MDL number:
MFCD00000468
Beilstein/REAXYS Number:
3587199

Key Documents

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Product Name

Methylmagnesium chloride solution, 3.0 M in THF

InChI

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

SMILES string

C[Mg]Cl

InChI key

RQNMYNYHBQQZSP-UHFFFAOYSA-M

form

liquid

autoignition temp.

609 °F

reaction suitability

reaction type: Grignard Reaction

concentration

3.0 M in THF

density

1.013 g/mL at 25 °C

Quality Level

200

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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

Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 1

target_organs

Central nervous system, Respiratory system

supp_hazards

EUH014,EUH019

Storage Class

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

wgk

WGK 1

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

Regulatory Information

危险化学品
This item has

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS8162
SDBB4106
SDBB2946
STBL3796
SHBR0568

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  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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