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Merck
CN

423343

p-Tolyl [2-(trimethylsilyl)ethynyl] sulfone

98%

Synonym(s):

1-(p-Toluenesulfonyl)-2-(trimethylsilyl)acetylene, 2-(Trimethylsilyl)ethynyl p-tolyl sulfone

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About This Item

Linear Formula:
(CH3)3SiC≡CSO2C6H4CH3
CAS Number:
34452-56-7
Molecular Weight:
252.40
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24866490
MDL number:
MFCD00192508
Beilstein/REAXYS Number:
2650368
Assay:
98%

Key Documents

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InChI

1S/C12H16O2SSi/c1-11-5-7-12(8-6-11)15(13,14)9-10-16(2,3)4/h5-8H,1-4H3

SMILES string

Cc1ccc(cc1)S(=O)(=O)C#C[Si](C)(C)C

InChI key

MMUNNGUGQXEUBR-UHFFFAOYSA-N

assay

98%

mp

80-83 °C (lit.)

storage temp.

2-8°C

General description

p-Tolyl [2-(trimethylsilyl)ethynyl] sulfone is an aryl trimethylsilylethynyl sulfone. It can be synthesized from bis(trimethylsilyl)acetylene.

Application

p-Tolyl [2-(trimethylsilyl)ethynyl] sulfone (1-tosyl-2-(trimethylsilyl)acetylene) may be used as a reactant in the synthesis of Cp(OC)2M-C=CSiMe3 (M = Fe, Ru) by reacting with [Cp(OC)2M ]-Na+ and as a reagent in the photochemical alkynylation of unreactive C (sp3)–H bonds.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
1451306V
1451306
1385310
1214712
13127ME

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p-Tolyl(trimethylsiIylethynyl)sulfone as Synthon for the Synthesis of Cp(OC)2M -C=CSiMe3 (M = Fe, Ru). Molecular Structure of Cp(OC)2Fe-C=CSiMe3
Weinrich V and Beck W.
Zeitschrift fur Naturforschung, 54, 701-703 (1999)
Photochemically induced radical alkynylation of C (sp3)-H bonds.
Hoshikawa T, et al.
Organic & Biomolecular Chemistry, 11(1), 164-169 (2012)
King RB.
Organometallic Syntheses, 4, 466-466 (2013)

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