Chemodex

(Bis(trifluoroacetoxy)iodo)benzene

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Product Details
Synonyms BTIB; PIFA; Phenyliodine bis(trifluoroacetate)
Product Type Chemical
Properties
Formula C10H5F6IO4
MW 430.04
CAS 2712-78-9
Source/Host Chemicals Synthetic
Purity Chemicals ≥95% (AT)
Appearance Colorless to white powder or crystals.
Solubility Soluble in chloroform.
Declaration Manufactured by Chemodex.
Other Product Data

Click here for Original Manufacturer Product Datasheet
Our product description may differ slightly from the original manufacturers product datasheet.

InChi Key PEZNEXFPRSOYPL-UHFFFAOYSA-N
Smiles O=C(C(F)(F)F)OI(OC(C(F)(F)F)=O)C1=CC=CC=C1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +20°C
Long Term Storage +4°C
Handling Advice Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at +4°C.
Documents
Product Specification Sheet
Datasheet Download PDF
Description
(Bis(trifluoroacetoxy)iodo)benzene (BTIB; PIFA) is a hypervalent iodine reagent widely used as a mild and selective oxidizing agent in organic synthesis. It facilitates oxidative transformations such as phenol coupling, dearomatization, α-oxygenation of carbonyl compounds, and heterocycle formation under mild conditions, often avoiding harsh metal-based oxidants. (Bis(trifluoroacetoxy)iodo)benzene is also employed in peptide and carbohydrate chemistry for oxidative cleavage and functionalization of sensitive substrates.
Product References
(1) P.V. Pallai, et al.; Int. J. Pept. Protein Res. 21, 84 (1983) | (2) P.V. Pallai, et al.; Biochemistry 24, 1933 (1985) | (3) M. Catir, et al.; J. Org. Chem. 74, 4560 (2009) | (4) D. Kumar, et al.; Bioorg. Med. Chem. Lett. 19, 4492 (2009) | (5) N. Chatterjee, et al.; Org. Biomol. Chem. 13, 4828 (2015) | (6) T. Imai, et al.; J. Org. Chem. 81, 3975 (2016) | (7) Y. Wan, et al.; J. Org. Chem. 84, 780 (2019) | (8) C. Mudithanapelli, et al.; Org. Lett. 21, 3098 (2019) | (9) C. Mudithanapelli & M.H. Kim; Org. Biomol. Chem. 18, 450 (2020) | (10) X.T. Sun, et al.; Molecules 27, 726 (2022) | (11) Y. Matsuo, et al.; Angew. Chem. Int. Ed. Engl. 62, e202314968 (2023)
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