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205354 Sigma-Aldrich

(Chloromethyl)trimethylsilane

98%

Synonym: (Trimethylsilyl)methyl chloride

  • CAS Number 2344-80-1

  • Linear Formula (CH3)3SiCH2Cl

  • Molecular Weight 122.67

  •  Beilstein/REAXYS Number 906705

  •  EC Number 219-058-5

  •  MDL number MFCD00000878

  •  PubChem Substance ID 24852326

  •  NACRES NA.22

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Properties

Related Categories 25mL Sure/Seal Reagents, Chemical Synthesis, Organometallic Reagents, Protecting and Derivatizing Reagents, Protection and Derivatization,
Quality Level   100
vapor pressure   ~25 mmHg ( 20 °C)
assay   98%
refractive index   n20/D 1.418 (lit.)
bp   98-99 °C (lit.)
density   0.879 g/mL at 25 °C (lit.)
SMILES string   C[Si](C)(C)CCl
InChI   1S/C4H11ClSi/c1-6(2,3)4-5/h4H2,1-3H3
InChI key   OOCUOKHIVGWCTJ-UHFFFAOYSA-N

Description

Application

(Chloromethyl)trimethylsilane can be treated with aldehydes or ketones in the presence of triphenylphosphine to synthesize terminal alkenes. It can also be used in the preparation of a reagent, trimethylsilylmethyl magnesium chloride, commonly used in Peterson methylenation.

Packaging

4×25, 100 mL in Sure/Seal™

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

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
UN 1993BE 3 / PGII
WGK Germany 
WGK 3
Flash Point(F) 
24.8 °F - closed cup
Flash Point(C) 
-4 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Reagents for C–C Bond Formation

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 al...
ChemFiles Volume 1 Article 3
Keywords: Acylations, Alkylations

Peer-Reviewed Papers
15

References

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