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Key Documents

Safety Information

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:
Molecular Weight:
74.79
Beilstein:
3587199
MDL number:
UNSPSC Code:
12352103
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

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

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

FSL

Group 3: Spontaneously combustible substances and water- reactive materials
Materials containing Organometallic compounds
Hazardous rank II
2nd spontaneously combustible materials and water reactive materials

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

189901-8L:4548173112060
189901-PZ:
189901-20L:
189901-4X10ML:
189901-BULK:
189901-800ML:4548173112053
189901-18L:4548173112046
189901-100ML:4548173112039
189901-4X25ML:4548173308241
189901-VAR:
189901-18L-KL:
189901-18L-C:


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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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