[Bis(trifluoroacetoxy)iodo]benzene
[Bis(trifluoroacetoxy)iodo]benzene (CAS 2712-78-9) is a hypervalent iodine compound with the linear formula (CF3CO2)2IC6H5 and a molecular weight of 430.04. This reagent is a key component in various organic synthesis transformations. It is primarily utilised as a reactant in Pummerer-like reactions, chemoselective deprotection of benzyl ethers, mediating oxidative cycloisomerization, and tosyloxylation of anilides, offering high efficiency and selectivity in these processes.
- IUPAC
- BTI,Iodobenzene I,I-bis(trifluoroacetate),PIFA
- Synonyms
- I-bis(trifluoroacetoxy)iodobenzene[Bis(trifluoroacetoxy)iodo]benzenePhenyl-bis(trifluoroacetoxy)iodine
![[Bis(trifluoroacetoxy)iodo]benzene ((CF3CO2)2IC6H5) — chemical structure, CAS 2712-78-9; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F2712-78-9.png&w=3840&q=75)
Pummerer-like Reactions
[Bis(trifluoroacetoxy)iodo]benzene serves as a crucial reactant in Pummerer-like reactions. Its application facilitates specific transformations within this class of organic reactions, contributing to the synthesis of complex molecules.
Chemoselective Deprotection
This compound is employed for the chemoselective deprotection of dimethoxybenzyl ethers. It enables the removal of these protecting groups with high selectivity, preserving other functional groups within the molecule.
Oxidative Cycloisomerization
It acts as a mediating agent in oxidative cycloisomerization reactions. This application allows for the efficient formation of cyclic structures through oxidative processes.
Tosyloxylation of Anilides
[Bis(trifluoroacetoxy)iodo]benzene is utilised to mediate the tosyloxylation of anilides. This reaction introduces the tosylate group onto anilide substrates, a valuable step in synthetic pathways.
| Molecular weight | 430.04 |
|---|---|
| Linear formula | (CF3CO2)2IC6H5 |
| Assay | ≥95.0% (AT) |
| Application | Reactant or reagent for:• Pummerer-like reactions1,2• Chemoselective deprotection of dimethoxybenzyl ethers3• Mediating oxidative cycloisomerization4,5• Tosyloxylation of anilides6 |
| Melting point | 121-125 °C(lit.)122-125 °C |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
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 [Bis(trifluoroacetoxy)iodo]benzene used for?
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[Bis(trifluoroacetoxy)iodo]benzene is used as a reactant or reagent in various organic synthesis applications, including Pummerer-like reactions, chemoselective deprotection of dimethoxybenzyl ethers, mediating oxidative cycloisomerization, and tosyloxylation of anilides.
What is the CAS number and formula for [Bis(trifluoroacetoxy)iodo]benzene?
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The CAS number for [Bis(trifluoroacetoxy)iodo]benzene is 2712-78-9, and its linear formula is (CF3CO2)2IC6H5.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies [Bis(trifluoroacetoxy)iodo]benzene with an assay of ≥95.0% (AT). TSS does not represent this product as USP, BP, EP, or other pharmacopoeial grades.
What are the safety and handling precautions for this chemical?
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[Bis(trifluoroacetoxy)iodo]benzene is a Warning substance with hazards H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Appropriate personal protective equipment includes a dust mask type N95 (US), eyeshields, and gloves. Ensure adequate ventilation and avoid breathing dust.
How is [Bis(trifluoroacetoxy)iodo]benzene packed, shipped, and exported?
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Tech Serve Solutions professionally packs, ships, and exports chemicals globally. Specific packaging details are confirmed upon order placement to meet international shipping regulations and customer requirements.
How can I request a sample or quote for [Bis(trifluoroacetoxy)iodo]benzene?
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To request a sample or a quote for [Bis(trifluoroacetoxy)iodo]benzene, please contact the Tech Serve Solutions sales team via the website or direct inquiry channels. Provide your specific requirements for prompt assistance.
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