- Togni's Reagent
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- $1.60
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2026-08-25
- CAS:887144-97-0
- Min. Order: 1kg
- Purity: 99%
- Supply Ability: 100kg
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| Product Name: | 1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, Tognis Reagent | | Synonyms: | 1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, Tognis Reagent;1,3-dihydro-3,3-diMethyl-1-(trifluoroMethyl)-1,2-benziodoxole;1,3-Dhydro-3,3-diMethyl-1-(trifluoroMethyl)-1,2-benziodoxole;3,3-DMethyl-1-(trifluoroMethyl)-1,2-benziodoxole;1,3-Dihydro-3,3-diMethyl-1-(trifluoroMethyl)-1,2-b;3,3-DiMethyl-1-(trifluoroMethyl)-1,2-benziodoxole 95%;3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole / TOGNI A;3,3-DiMethyl-1-(trifluoroMethyl)-1,2-benziodoxole (Togni‘s reagent) | | CAS: | 887144-97-0 | | MF: | C10H10F3IO | | MW: | 330.09 | | EINECS: | | | Product Categories: | | | Mol File: | 887144-97-0.mol |  |
| | 1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, Tognis Reagent Chemical Properties |
| Melting point | 75-79 °C | | storage temp. | 2-8°C | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | powder | | color | white to off-white | | Stability: | Moisture Sensitive | | 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 | | SMILES | I1(C(F)(F)F)C2=CC=CC=C2C(C)(C)O1 |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36/37 | | RIDADR | 1325 | | WGK Germany | 3 | | TSCA | No | | HazardClass | 4.1 | | PackingGroup | Ⅲ | | HS Code | 29349990 | | Storage Class | 4.1B - Flammable solid hazardous materials | | Hazard Classifications | Eye Irrit. 2
Flam. Sol. 2
Skin Irrit. 2
STOT SE 3 |
| | 1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, Tognis Reagent Usage And Synthesis |
| Synthesis | 
Dry KOAc (6.66 g, 67.9 mmol, 1.68 equivalents) and iodine derivative (11.94 g) were stirred in anhydrous MeCN (100 mL) at ambient temperature for 1 hour. The mixture was filtered. The remaining white solid was washed with MeCN to give a clear, almost colorless solution. MeCN (100 mL) was added to the mixture. The solution was cooled to -17 °C. Add Me3SiCF3 (9.16 mL, 61.97 mmol) to the mixture, followed by dropwise addition of a solution of tetrabutylammonium triphenyldifluorosilicate (0.065 g, 0.120 mmol) in MeCN (2 mL). Stir the reaction mixture at -17 °C for 16 hours. Heat the reaction mixture to -12 °C. At -12 °C, add Me3SiCF3 (1.31 mL, 8.9 mmol) to the reaction mixture. Warm the reaction mixture to room temperature over 3 hours. Stir the reaction mixture at room temperature for another 3 hours. Remove the volatile components of the mixture. Vacuum dry the residue. Add dry pentane (150 mL) to the remaining brown solid. Filter the resulting mixture through a dry alox pad. Evaporate the clear, colorless solution until dry. Vacuum dry the residue. | | Description | 1,3-dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole is in the form of colorless, white solid. It is soluble in all common organic solvents. It is used as effective and very versatile reagent for trifluoromethylation reactions of a variety of compounds including secondary and primary aryland alkylphospines, phenols, peptides containing cysteine residues by SPPS and electrophilic S-trifluoromethylation, arenes and N-heterocycles, and electrophilic N-trifluoromethylation of arozoles.
| | Reference | J. Charpentier, N. Früh, A. Togni, Electrophilic Trifluoromethylation by use of hypervalent iodine reagents, Chemical Reviews, 2015, vol. 115, pp. 650-682
| | Chemical Properties | White to light yellow solid | | Uses | Togni’s Reagent is used in trifluoromethylation reactions. | | Uses | Mild, electrophilic, hypervalent iodine CF3 reagent effective for the trifluoromethylation of a wide range of substrates. | | reaction suitability | reaction type: C-C Bond Formation |
| | 1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, Tognis Reagent Preparation Products And Raw materials |
| Raw materials | 1,2-Benziodoxole, 1-(acetyloxy)-1,3-dihydro-3,3-dimethyl-->1-Fluoro-3,3-dimethyl-1,2-benziodoxole-->1-Chloro-1,3-dihydro-3,3-diMethyl-1,2-benziodoxole-->Methyl 2-iodobenzoate-->2-(2-iodophenyl)propan-2-ol | | Preparation Products | 1-Bromo-4-(1-trifluoromethyl-cyclopropyl)-benzene-->3-(trifluoroMethyl)pyrazin-2-aMine-->4-(Trifluoromethyl)diphenyl ether-->4-(tert-Butyl)-alpha,alpha,alpha-trifluorotoluene, 1-(tert-Butyl)-4-(trifluoromethyl)benzene-->2-[(trifluoromethyl)sulfanyl]phenol |
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