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256021

Sigma-Aldrich

(Trimethylsilyl)methylmagnesium chloride solution

1.0 M in diethyl ether

Synonym(s):

(Trimethylsilyl)methyl magnesium chloride, Chloro(trimethylsilylmethyl)magnesium

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About This Item

Linear Formula:
(CH3)3SiCH2MgCl
CAS Number:
Molecular Weight:
146.97
Beilstein:
3587255
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

reaction suitability

reaction type: Grignard Reaction

concentration

1.0 M in diethyl ether

density

0.777 g/mL at 25 °C

SMILES string

C[Si](C)(C)C[Mg]Cl

InChI

1S/C4H11Si.ClH.Mg/c1-5(2,3)4;;/h1H2,2-4H3;1H;/q;;+1/p-1

InChI key

NAQATMJWCJCHOZ-UHFFFAOYSA-M

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Application

Reagent used in a variety of nickel catalyzed reactions including alkenation of dithioacetals, cross-coupling with aryl triflates and carbamates, and cross-coupling with vinyl selenides.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Central nervous system

Supplementary Hazards

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

-40.0 °F - closed cup

Flash Point(C)

-40 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Accounts of Chemical Research, 24, 257-257 (1991)
Tetrahedron Letters, 35, 6729-6729 (1994)
The Journal of Organic Chemistry, 57, 4066-4066 (1992)

Articles

We carry a large variety of electrophiles and nucleophiles that are widely used in C–C bond-forming reactions. This group of products contains many organometallic reagents as well as commonly-used alkylating and acylating reagents.

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