3,3-dimethyl-1-(trifluoromethyl)-3H-1$l^{3},2-benziodaoxole

• ChemBase ID: 65857
• Molecular Formular: C10H10F3IO
• Molecular Mass: 330.0854796
• Monoisotopic Mass: 329.9728476
• SMILES: c1cccc2c1[I](OC2(C)C)C(F)(F)F
• Canonical SMILES: FC([I]1OC(c2c1cccc2)(C)C)(F)F
• InChI: InChI=1S/C10H10F3IO/c1-9(2)7-5-3-4-6-8(7)14(15-9)10(11,12)13/h3-6H,1-2H3
• InChIKey: HVAPLSNCVYXFDQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,3-dimethyl-1-(trifluoromethyl)-3H-1$l^{3},2-benziodaoxole; 3,3-dimethyl-1-(trifluoromethyl)-3H-1λ^3,2-benziodaoxole; 3,3-dimethyl-1-(trifluoromethyl)-1,3-dihydro-1λ^3,2-benziodaoxole
• IUPAC Traditional name: 3,3-dimethyl-1-(trifluoromethyl)-1$l^{3},2-benziodaoxole; 3,3-dimethyl-1-(trifluoromethyl)-1λ^3,2-benziodaoxole
• Synonyms: 1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole; 1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole; Togni’s Reagent; 3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole; 3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole; 1,3-二氢-3,3-二甲基-1-(三氟甲基)-1,2-苯并碘氧杂戊环; Togni 试剂; 3,3-二甲基-1-(三氟甲基)-1,2-苯并碘氧杂戊环

Database IDs

• CAS Number: 887144-97-0
• MDL Number: MFCD10567056
• PubChem SID: 162031596
• PubChem CID: 16043572

CALCULATED PROPERTIES

• LogD (pH = 5.5): 4.5981584
• LogD (pH = 7.4): 4.5981584
• Log P: 4.5981584
• Polarizability: 23.586313 Å^3
• H Acceptors: 1
• H Donor: 0
• Molar Refractivity: 59.2493 cm^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 75-79 °C; 75-79°C

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 97%
• Empirical Formula (Hill Notation): C10H10F3IO

DETAILS

Sigma Aldrich - 696641

Packaging
1, 5 g in glass bottle
250 mg in glass bottle
Application
Easily accessible hypervalent iodine compound acting as an electrophilic CF3-transfer reagent for direct, mild, and efficient trifluoromethylation.1 Trifluoromethylation of a variety of compounds including:
• Secondary and primary aryl- and alkylphospines1
• Phenols2
• Peptides containing cysteine residudes by SPPS and electrophilic S-trifluoromethylation3
• Arenes and N-heterocycles4
• Electrophilic N-trifluoromethylation of Arozoles5