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422150

Sigma-Aldrich

Triphenylsilanethiol

98%

Synonym(s):

Mercaptotriphenylsilane

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5 G
¥21,500

¥21,500

Available to ship onApril 11, 2025Details

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5 G
¥21,500

About This Item

Linear Formula:
(C6H5)3SiSH
CAS Number:
14606-42-9
Molecular Weight:
292.47
Beilstein:
2941369
MDL number:
MFCD00192551
UNSPSC Code:
12352103
PubChem Substance ID:
24866296
NACRES:
NA.22

¥21,500

Available to ship onApril 11, 2025Details

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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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

422150-BULK:
422150-5G:
422150-VAR:
422150-1G:

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Certificates of Analysis (COA)

Lot/Batch Number
0000288673
0000245381
0000225879
0000245381
0000288673

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Tetrahedron Letters, 34, 3363-3363 (1993)

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