690-52-8 Usage
Description
Tri-tert-butoxysilanethiol, also known as (t-butoxy)3SiSH, is an organosilicon compound characterized by its three tert-butoxy groups attached to a central silicon atom, which is connected to a thiol (-SH) group. This unique structure endows it with specific chemical properties, making it a versatile reagent in various chemical reactions.
Uses
Used in Polarity Reversal Catalysis:
Tri-tert-butoxysilanethiol is used as an efficient hydrogen donor and catalyst in the context of polarity reversal catalysis in radical chain reactions. Its ability to donate hydrogen effectively facilitates the transformation of polar compounds, enhancing the efficiency and selectivity of the reactions.
Used in Chemical Synthesis:
In the chemical synthesis industry, tri-tert-butoxysilanethiol is used as a reagent for the synthesis of various organic and organosilicon compounds. Its unique structure allows it to participate in a wide range of reactions, including cross-coupling, reduction, and protection/deprotection processes, making it a valuable tool for chemists.
Used in Material Science:
Tri-tert-butoxysilanethiol is also utilized in the development of new materials, such as polymers and coatings, due to its ability to form stable siloxane bonds. Its use in material science contributes to the creation of innovative materials with improved properties, such as enhanced durability, thermal stability, and resistance to environmental factors.
Preparation
this reagent can be prepared by alcoholysis
of silicon disulfide (SiS2).1,2 Representative procedure:
powdered silicon disulfide (95% pure; 20.2 g, 0.21 mol) was
charged into a 100 ml round-bottomed flask containing a robust
stirrer bar and equipped with a reflux condenser. t-Butyl
alcohol (60.0 g, 0.81 mol) was added and the mixture was
stirred and heated under reflux under nitrogen for 72 h. The
cooled reaction mixture was filtered through Celite to remove
unreacted silicon disulfide and the filter cake was washed
with diethyl ether. Excess of alcohol and diethyl ether were
removed from the filtrate by rotary evaporation and the residual
oil was distilled under reduced pressure to give the silanethiol
(18.1 g, 31%) as a colorless liquid, bp 95 °C/15 mmHg,
113–115 °C/35 mmHg).
Check Digit Verification of cas no
The CAS Registry Mumber 690-52-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,9 and 0 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 690-52:
(5*6)+(4*9)+(3*0)+(2*5)+(1*2)=78
78 % 10 = 8
So 690-52-8 is a valid CAS Registry Number.