Catalog Number
ACM18162486
Product Name
T-Butyldimethylchlorosilane
Category
Self Assembly and Contact Printing Materials
Synonyms
TBDMSCL; tert-Butyldimethylsilylchloride; Tert-Butyldimethylchlorosilane; tert-Butyl(chloro)dimethylsilane; tert-Butyl(chloro)dimethylsilane,tert-Butyldimethylchlorosilane,TBDMSCl; TBDMCl; tert-Butyldimethylchlorosilane [tert-Butyldimethylsilylating Agent]; TBSCL; BDCS; CB2790; tert-Butylchlorodimethylsilane; tbdmschloride; SILANE TBM2; TBUME2SI-CL; TBDMCS; tert-Butyldimethylsilyl chloride; TBDMSCI; tert-Butyldim;
IUPAC Name
tert-butyl-chloro-dimethylsilane
Molecular Weight
150.72 g/mol
Molecular Formula
C6H15ClSi
Canonical SMILES
CC(C)(C)[Si](C)(C)Cl
InChI Key
BCNZYOJHNLTNEZ-UHFFFAOYSA-N
Appearance
Transparent liquid
Application
T-Butyldimethylchlorosilane serves a critical role in organic synthesis as a protective agent for hydroxyl groups making it invaluable in the creation of various compounds including prostaglandins Its applications extend to aiding in the synthesis of hypolipidemic drugs such as lovastatin and simvastatin As a versatile reagent it safeguards amines amides and alcohols and plays a crucial part in forming isoxazolines N-oxides from alpha-bromonitroalkanes This sterically hindered organosilicon compound is employed broadly in the pharmaceutical industry for synthesizing innovative drugs It acts as a protecting group for hydroxyls in ribonucleosides synthesis and serves additional roles as an oxidant and decyanide Furthermore T-Butyldimethylchlorosilane effectively traps anions such as lithio α-phenylthiocyclopropane to yield di-TBDMS-thiophene and efficiently captures lithium anions of primary and secondary nitriles to produce CN-disilyl- and N-silylketenimines It has also been leveraged to prepare silyl stannanes by trapping tin anions which when used with alkynes and catalytic tetrakis(triphenylphosphine)palladium(0) can produce cis-silyl stannylalkenes with high yield
Hazard Statements
C:Corrosive
Safety Description
S16-S25-S36/37/39-S45
Stability
Stable under normal temperatures and pressures.