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90135

Sigma-Aldrich

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

purum, ≥97.0% (CHN)

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:
Molecular Weight:
252.40
Beilstein/REAXYS Number:
2650368
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

grade

purum

assay

≥97.0% (CHN)

mp

80-83 °C (lit.)

SMILES string

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

InChI

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

InChI key

MMUNNGUGQXEUBR-UHFFFAOYSA-N

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Other Notes

Powerful Michael acceptor for vinylations; Sterically hindered dipolarophile for cycloadditions

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A. Padwa et al.
Tetrahedron, 46, 1145-1145 (1990)
Tetrahedron Letters, 27, 219-219 (1986)
T. Ohnuma et al.
The Journal of Organic Chemistry, 47, 4713-4713 (1982)
A. Padwa et al.
The Journal of Organic Chemistry, 52, 4760-4760 (1987)

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