754218

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

98%

• Synonym(s): 1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, Togni’s Reagent
• Empirical Formula (Hill Notation): C₁₀H₁₀F₃IO
• CAS Number: 887144-97-0
• Molecular Weight: 330.09
• MDL number: MFCD10567056
• UNSPSC Code: 12352101
• PubChem Substance ID: 329766407
• NACRES: NA.22

Properties

• Assay: 98%
• form: powder
• 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

• Selective trifluoromethylation of 1,3-disubstituted arenes through iridium-catalyzed arene borylation and copper-catalyzed trifluoromethylation
• Copper-catalyzed trifluoromethylation of aryl- and alkenylboronic acids with electrophilic trifluoromethylating reagent
• Pd-catalyzed electrophilic ortho-trifluoromethylation of arenes using trifluoroacetic acid as a promotor

Used in the Preparation of

• Trifluoromethylimidoylethyl substituted heterocycles via bis(trifluoromethylsulfonyl)amine-catalyzed Rotter type reaction of heterocycles with nitriles in presence of trifluoromethylbenziodoxole
• Stereoselective synthesis of α-trifluoromethyl aldehydes via trimethylbenzylimidazolidinone and copper-catalyzed enantioselective α-trifluoromethylation of aldehydes with iodonium salts

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Warning
• Hazard Statements: H228,H315,H319,H335
• Precautionary Statements: P210 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Sol. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 4.1B - Flammable solid hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable