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696641 Sigma-Aldrich

3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole

95%

Synonym: 1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, Togni’s Reagent

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Properties

Related Categories C-C Bond Formation, Chemical Synthesis, Fluorination Reagents, Other Synthetic Reagents for C-C Bond Formation, Synthetic Reagents,
Quality Level   100
assay   95%
reaction suitability   reaction type: C-C Bond Formation
mp   75-79 °C
storage temp.   2-8°C
SMILES string   CC1(C)O[I](c2ccccc12)C(F)(F)F
InChI   1S/C10H10F3IO/c1-9(2)7-5-3-4-6-8(7)14(15-9)10(11,12)13/h3-6H,1-2H3
InChI key   HVAPLSNCVYXFDQ-UHFFFAOYSA-N

Description

Application

Easily accessible hypervalent iodine compound acting as an electrophilic CF3-transfer reagent for direct, mild, and efficient trifluoromethylation.

Trifluoromethylation of a variety of compounds including:
• Secondary and primary aryl- and alkylphospines
• Phenols
• Peptides containing cysteine residudes by SPPS and electrophilic S-trifluoromethylation
• Arenes and N-heterocycles
• Electrophilic N-trifluoromethylation of Arozoles

Packaging

1, 5 g in glass bottle

250 mg in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
UN1325 - class 4.1 - PG 3 - Flammable solids, organic, n.o.s., HI: all
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Antonio Togni - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Antonio Togni - Professor Product Portal
Keywords: Asymmetric synthesis, Catalysis, Chemical biology, Herbicides, Hydrogenations, Ligands, Nuclear magnetic resonance spectroscopy, Spectroscopy

Fluoroalkylation: Expansion of Togni Reagents

The installation of highly fluorinated groups into drug and pesticide candidates is a powerful strategy to modulate their properties. An incorporated fluorinated sidechain can tune the acidobasic beh...
Keywords: Catalysis, Chlorinations, Cyclizations, Degradations, Fluorinations, Grignard Reaction, Pesticides, Radical cyclization

Peer-Reviewed Papers
15

References

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