190500
tert-Butyldimethylsilyl chloride
reagent grade, 97%
grade
reagent grade
Quality Level
Assay
97%
form
solid
bp
125 °C (lit.)
mp
86-89 °C (lit.)
SMILES string
CC(C)(C)[Si](C)(C)Cl
InChI
1S/C6H15ClSi/c1-6(2,3)8(4,5)7/h1-5H3
InChI key
BCNZYOJHNLTNEZ-UHFFFAOYSA-N
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Related Categories
Application
related product
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 2 - Eye Dam. 1 - Flam. Sol. 1 - Skin Corr. 1A
Storage Class Code
4.1B - Flammable solid hazardous materials
WGK
WGK 2
Flash Point(F)
71.6 °F
Flash Point(C)
22 °C
Certificates of Analysis (COA)
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What is the solubility of Product 190500, tert-Butyldimethylsilyl chloride?
It is soluble in organic solvents such as chloroform, toluene, tetrahydrofuran (THF), and dichloromethane. It reacts with water.
What types of compounds can Product 190500, tert-Butyldimethylsilyl chloride, be used as a protecting reagent for?
This product is a versatile protecting reagent for amines, amides, and especially alcohols.
How can Product 190500, tert-Butyldimethylsilyl chloride, be used as a silylating reagent?
When this compound was initially used as a silylation agent, it was found by E. J. Corey (J. Am. Chem. Soc. 1972, 94, 6192) to react very slowly and to give unsatisfactory yields with alcohols. Even forcing silylation techniques (excess silyl chloride, dry pyridine, elevated temperatures) were not successful. The use of 2.5 eq. imidazole as catalyst with 1.2 eq. of tert-butyldimethylsilyl chloride and dimethylformamide as solvent proved to be effective, and resulted in the mild conversion of various alcohols to tert-butyldimethylsilyl ethers in high yield.
Is Product 190500, tert-Butyldimethylsilyl chloride, packaged under inert atmosphere?
Since this product is readily hydrolyzed, we do package this product under nitrogen atmosphere.
How else can Product 190500, tert-Butyldimethylsilyl chloride, silylating reagent be used?
This silylating agent can be used to determine conformation of cholesterol derivatives.
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