3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole
3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole (CAS 887144-97-0) is a hypervalent iodine compound serving as an efficient electrophilic CF3-transfer reagent. With a molecular weight of 330.09 g/mol, it enables mild and direct trifluoromethylation reactions. This versatile reagent is widely employed in organic synthesis for the trifluoromethylation of various substrates, including phosphines, phenols, peptides, and heterocycles, facilitating the introduction of the trifluoromethyl group.
- IUPAC
- 1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole,Togni’s Reagent
- Synonyms
- 887144-97-0C10H10F3IO1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxoleTogni’s Reagent
Trifluoromethylation of Phosphines
This reagent is effective for the direct trifluoromethylation of secondary and primary aryl- and alkylphosphines, enabling the synthesis of valuable organophosphorus compounds.
Trifluoromethylation of Phenols
It facilitates the trifluoromethylation of phenols, providing a convenient route to trifluoromethylated phenolic derivatives, which are important building blocks in medicinal chemistry.
Peptide Modification
The compound can be used for the electrophilic S-trifluoromethylation of cysteine residues in peptides during solid-phase peptide synthesis (SPPS), leading to modified peptides with altered properties.
Trifluoromethylation of Arenes and Heterocycles
It is applicable to the direct trifluoromethylation of electron-deficient arenes and N-heterocycles, expanding the scope of C-CF3 bond formation.
Electrophilic N-Trifluoromethylation
This reagent enables the electrophilic N-trifluoromethylation of azoles, offering a straightforward method for introducing the trifluoromethyl group onto nitrogen-containing heterocycles.
| Molecular weight | 330.09 |
|---|---|
| Empirical formula | C10H10F3IO |
| Assay | 95% |
| Storage temperature | 2-8°C |
| 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 |
| Melting point | 75-79 °C |
Hazard statements
- H228Flammable solid
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P210Keep away from heat, sparks and open flames. No smoking
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Transport (UN / ADR) | UN 1325 4.1 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36/37 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole used for?
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3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole is used as an electrophilic CF3-transfer reagent for the direct, mild, and efficient trifluoromethylation of various substrates, including phosphines, phenols, peptides, arenes, N-heterocycles, and azoles.
What are the CAS number and formula for 3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole?
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The CAS number is 887144-97-0, and the empirical formula is C10H10F3IO.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound with a minimum purity of 95%. TSS does not represent this product as USP, BP, or EP grade.
How should 3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole be handled safely?
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This compound is flammable (H228) and an irritant to skin, eyes, and respiratory system (H315, H319, H335). Handle with a dust mask (type N95 US recommended), eyeshields, and gloves in a well-ventilated area. Keep away from heat and open flames. In case of contact, rinse thoroughly with water and seek medical advice.
Is 3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole shipped internationally?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and can ship this product worldwide.
How can I request a quote or sample?
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To request a quote or sample of 3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, please contact our sales department via our website or by phone.
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