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Merck
CN

424102

4-Nitrophenyl trifluoromethanesulfonate

99%

Synonym(s):

4-Nitrophenyl triflate

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About This Item

Linear Formula:
CF3SO3C6H4NO2
CAS Number:
Molecular Weight:
271.17
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
Assay:
99%
Form:
solid
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InChI

1S/C7H4F3NO5S/c8-7(9,10)17(14,15)16-6-3-1-5(2-4-6)11(12)13/h1-4H

SMILES string

[O-][N+](=O)c1ccc(OS(=O)(=O)C(F)(F)F)cc1

InChI key

NDTIXHNCNLKURN-UHFFFAOYSA-N

assay

99%

form

solid

mp

52-55 °C (lit.)

functional group

fluoro, nitro, triflate

Application

4-Nitrophenyl trifluoromethanesulfonate (4-nitrophenyltriflate) may be used in the following studies:
  • As a triflating agent in the synthesis of aryl triflates.
  • As a reagent in the synthesis of aryl nonaflate.
  • As a reagent for palladium catalyzed coupling reactions with different substrates.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Palladium-catalyzed cross-coupling reaction of organoboron compounds with organic triflates.
Ohe T, et al.
The Journal of Organic Chemistry, 58(8), 2201-2208 (1993)
Regioselective palladium-catalyzed arylation of vinyl ethers with 4-nitrophenyl triflate. Control by addition of halide ions.
Andersson CM and Hallberg A.
The Journal of Organic Chemistry, 53(9), 2112-2114 (1988)
A high throughput synthesis of aryl triflate and aryl nonaflate promoted by a polymer supported base (PTBD).
Boisnard S, et al.
Tetrahedron Letters, 40(42), 7469-7472 (1999)
4-Nitrophenyltriflate as a new triflating agent.
Zhu J, et al.
Tetrahedron Letters, 38(7), 1181-1182 (1997)

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