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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
Concentration:
3.0 M in THF
Form:
liquid
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form

liquid

Quality Level

200

autoignition temp.

609 °F

reaction suitability

reaction type: Grignard Reaction

packaging

Kilo-Lab® of , Sure/Seal™ of

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

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

Kilo-Lab is a registered trademark of Merck KGaA, Darmstadt, Germany
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

signalword

Danger

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

Hazard Classifications

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

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT6567
SHBS8162
SDBB4106
SDBB2946
STBL3796

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Articles

Selective Metalation and Additions

Transformative reagents enable selective conversions within molecules containing sensitive functionalities under mild reactions.

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

Global Trade Item Number

SKUGTIN
189901-18L-C04061837789755
189901-8L04061837789779
189901-100ML04061838759498
189901-18L-KL04061837789762
189901-4X25ML04061838759504
189901-800ML04061838759511
189901-PZ04061823808323