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Key Documents

797693

Sigma-Aldrich

2-Chloro-6-(trimethylsilyl)phenyl triflate

Synonym(s):

Garg 3-chlorobenzyne precursor

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About This Item

Empirical Formula (Hill Notation):
C10H12ClF3O3SSi
CAS Number:
Molecular Weight:
332.80
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

form

liquid

functional group

chloro
fluoro
triflate

storage temp.

2-8°C

SMILES string

ClC1=C(OS(=O)(C(F)(F)F)=O)C([Si](C)(C)C)=CC=C1

InChI

1S/C10H12ClF3O3SSi/c1-19(2,3)8-6-4-5-7(11)9(8)17-18(15,16)10(12,13)14/h4-6H,1-3H3

InChI key

QFWUIGWOSVHZMC-UHFFFAOYSA-N

Application

Chlorosilyltriflate has been shown to be a useful precursor for the generation of a chlorobenzyne intermediate. The chlorobenzyne intermediate can be generated in the presence of Cesium or Potassium Fluoride and can be trapped with various dipolariphiles.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Related Content

The Garg group develops methods for the synthesis of natural products and pharmaceuticals. One key method pertains to heterocyclic arynes, such as indolynes and pyridynes, which are generated in situ from silyltriflate precursors under mild fluoride based reaction conditions.

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