422150
Triphenylsilanethiol
98%
Synonym(s):
Mercaptotriphenylsilane
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About This Item
Linear Formula:
(C6H5)3SiSH
CAS Number:
Molecular Weight:
292.47
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2941369
InChI
1S/C18H16SSi/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15,19H
SMILES string
S[Si](c1ccccc1)(c2ccccc2)c3ccccc3
InChI key
MQDRKELSDPESDZ-UHFFFAOYSA-N
assay
98%
Quality Level
Related Categories
General description
Triphenylsilanethiol, also known as triphenylsilyl mercaptan, is an organosilicon compound that is commonly used as a reagent in organic synthesis. It can be used as a reagent for palladium-catalyzed cross-coupling reactions, such as the Stille coupling and the Sonogashira coupling reactions.
Application
Triphenylsilanethiol can be used as:
- A reactant to synthesis β-hydroxymercaptans or β-dihydroxysulfides by ring opening of epoxides.
- An additive in the selective C–H bond functionalization of widely available trialkylamine scaffolds.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Tetrahedron Letters, 34, 3363-3363 (1993)
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