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422150

Triphenylsilanethiol

Name: Triphenylsilanethiol
Brand: ALDRICH

98%

Synonym(s):

Mercaptotriphenylsilane

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About This Item

Linear Formula:

(C₆H₅)₃SiSH

CAS Number:

14606-42-9

Molecular Weight:

292.47

UNSPSC Code:

12352103

NACRES:

NA.22

PubChem Substance ID:

24866296

MDL number:

MFCD00192551

Beilstein/REAXYS Number:

2941369

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Properties

Quality Level

200

assay

98%

mp

101-104 °C (lit.)

SMILES string

S[Si](c1ccccc1)(c2ccccc2)c3ccccc3

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

InChI key

MQDRKELSDPESDZ-UHFFFAOYSA-N

Description

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)

Global Trade Item Number

SKU	GTIN
422150-5G	04061833323137