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470430

Sigma-Aldrich

2-(Trimethylsilyl)phenyl trifluoromethanesulfonate

97%

Synonym(s):

2-(Trimethylsilyl)phenyl 2,2,2-trifluoroacetate, 2-(Trimethylsilyl)phenyl triflate, 2-(Trimethylsilyl)phenyl trifluormethanesulfonate, 2-(Trimethylsilyl)phenyl trifluoromethansulfonate, Trifluoromethanesulfonic acid 2-(trimethylsilyl)phenyl ester, o-Trimethylsilylphenyl triflate

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About This Item

Linear Formula:
CF3SO3C6H4Si(CH3)3
CAS Number:
88284-48-4
Molecular Weight:
298.35
MDL number:
MFCD00799598
UNSPSC Code:
12352100
PubChem Substance ID:
24870661
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.456 (lit.)

bp

70 °C/2 mmHg (lit.)

density

1.229 g/mL at 25 °C (lit.)

SMILES string

C[Si](C)(C)c1ccccc1OS(=O)(=O)C(F)(F)F

InChI

1S/C10H13F3O3SSi/c1-18(2,3)9-7-5-4-6-8(9)16-17(14,15)10(11,12)13/h4-7H,1-3H3

InChI key

XBHPFCIWRHJDCP-UHFFFAOYSA-N

General description

2-(Trimethylsilyl)phenyl trifluoromethanesulfonate is an important ortho-benzyne precursor in aryne chemistry.

Application

2-(Trimethylsilyl)phenyl trifluoromethanesulfonate may be used to generate benzyne under mild conditions of simple fluoride treatment at room temperature.

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Catherine Hall et al.
Chemical communications (Cambridge, England), 49(69), 7602-7604 (2013-07-24)
A novel transformation of 2-(trimethylsilyl)phenyl trifluoromethanesulfonate aryne precursors is described.

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