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1,2-Bis(Chlorodimethylsilyl)Ethane

Catalog Number ACM13528933-1
CAS Number 13528-93-3
Structure
Synonyms TETRAMETHYLDICHLORODISILETHYLENE
IUPAC Name chloro-[2-[chloro(dimethyl)silyl]ethyl]-dimethylsilane
Molecular Weight 215.27 g/mol
Molecular Formula C6H16Cl2Si2
Canonical SMILES C[Si](C)(CC[Si](C)(C)Cl)Cl
InChI Key VGQOKOYKFDUPPJ-UHFFFAOYSA-N
Boiling Point 198-199
Melting Point 36-9°C
Flash Point 40°C
Purity 97%
Density 0.97 g/mL
Appearance Off-white solid
Application 1,2-Bis(chlorodimethylsilyl)ethane is a transparent low melting solid that is widely used as a Protecting Reagent for Primary Amines. It finds applications in the Medicine field, electronics industry, and polymer material. This compound can be utilized as a reagent for the protection of primary amines in the form of tetramethyldisilylazacyclopentane or Stabase adducts, and in combination with zinc to form organozinc carbenoids. It serves as an electrophilic silylating reagent, specifically for the protection of primary amines. The tetramethyldisilylazacyclopentane or Stabase adduct is particularly advantageous due to its ease of preparation, base stability, and easy removal. It is used in reactions involving primary amines with pKa values between 10 and 11, where it provides excellent yields of the desired product. Additionally, Stabase adducts are stable under strongly basic conditions, making them ideal for alkylating substrates with primary amines, such as protected amino acid derivatives.
Storage Storage conditions: Keep container tightly closed. Store locked up.
Chemical Formula C6H16Cl2Si2
EC Number 236-871-0
Exact Mass 214.01700

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