[(chloromagnesio)methyl]trimethylsilane

• ChemBase ID: 150921
• Molecular Formular: C4H11ClMgSi
• Molecular Mass: 146.97364
• Monoisotopic Mass: 146.01689626
• SMILES: C[Si](C)(C)C[Mg]Cl
• Canonical SMILES: Cl[Mg]C[Si](C)(C)C
• InChI: InChI=1S/C4H11Si.ClH.Mg/c1-5(2,3)4;;/h1H2,2-4H3;1H;/q;;+1/p-1
• InChIKey: NAQATMJWCJCHOZ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: [(chloromagnesio)methyl]trimethylsilane
• IUPAC Traditional name: [(chloromagnesio)methyl]trimethylsilane
• Synonyms: (Trimethylsilyl)methylmagnesium chloride solution; (三甲基硅基)甲基氯化镁 溶液

Database IDs

• CAS Number: 13170-43-9
• MDL Number: MFCD00009916
• Beilstein Number: 3587255
• PubChem SID: 24855503; 162245081
• PubChem CID: 2734900

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.456
• LogD (pH = 7.4): 2.456
• Log P: 2.456
• Molar Refractivity: 27.2599 cm^3
• Polarizability: 14.87806 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: -40 °C; -40 °F
• Density: 0.777 g/mL at 25 °C

Safety Information

• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 3399
• German water hazard class: 3
• Hazard Class: 4.3
• Packing Group: 1
• Risk Statements: 11-14-19-22-34-67
• Safety Statements: 16-26-36/37/39-45
• GHS Pictograms: GHS02; GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302-H314-H336
• GHS Precautionary statements: P210-P261-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3399 4.3/PG 1
• Supplemental Hazard Statements: May form explosive peroxides., Reacts violently with water.

Product Information

• Concentration: 1.0 M in diethyl ether
• Linear Formula: (CH3)3SiCH2MgCl

DETAILS

Sigma Aldrich - 256021

Packaging
100 mL in Sure/Seal™
Application
Reagent used in a variety of nickel catalyzed reactions including alkenation of dithioacetals,1 cross-coupling with aryl triflates and carbamates,2 and cross-coupling with vinyl selenides.3