Molecular structure of (Diacetoxyiodo)benzene, CAS Number: 3240-34-4
(Diacetoxyiodo)benzene (CAS 3240-34-4)
Alternate Names:
Iodobenzene diacetate; Bis(acetoxy)(phenyl)iodane
Application:
(Diacetoxyiodo)benzene is an oxidant employed in the cleavage of vic-glycols, hydroxylations and other oxidation reactions
CAS Number:
3240-34-4
Purity:
98%
Molecular Weight:
322.10
Molecular Formula:
C10H11IO4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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(Diacetoxyiodo)benzene, also known as DAIB, is an organoiodine compound used in a variety of scientific research applications. For example, it is employed in the cleavage of vic-glycols, hydroxylations and many other oxidation reactions. Additionally, it can be used to study enzyme inhibition, enzyme-catalyzed reactions, cell signaling pathways, the effects of oxidative stress on cells, and the effects of toxins on cells. (Diacetoxyiodo)benzene may act to inhibit the activity of enzymes involved in the metabolism of carbohydrates, lipids, and proteins, as well as to interfere with cell signaling pathways. It has also been reported to induce oxidative stress in cells and increase the production of reactive oxygen species.
(Diacetoxyiodo)benzene (CAS 3240-34-4) References
- Photolysis of 1-alkylcycloalkanols in the presence of (diacetoxyiodo)benzene and I2. Intramolecular selectivity in the beta-scission reactions of the intermediate 1-alkylcycloalkoxyl radicals. | Aureliano Antunes, CS., et al. 2004. J Org Chem. 69: 5281-9. PMID: 15287771
- Selective functionalization of sp(3) C-H bonds adjacent to nitrogen using (diacetoxyiodo)benzene (DIB). | Shu, XZ., et al. 2009. J Org Chem. 74: 7464-9. PMID: 19731925
- Umpolung of halide reactivity: efficient (diacetoxyiodo)benzene-mediated electrophilic alpha-halogenation of 1,3-dicarbonyl compounds. | Akula, R., et al. 2009. Chem Commun (Camb). 6991-3. PMID: 19904371
- Preparation of 4,7-diphenyl-1,10-phenanthroline-2,9-dicarboxylic acid catalyzed by iron(III)porphyrins with (diacetoxyiodo)benzene. | Zhong, QD., et al. 2010. Bioorg Med Chem Lett. 20: 5532-5. PMID: 20692830
- Metal-free synthesis of polysubstituted pyrroles by (diacetoxyiodo)benzene-mediated cascade reaction of 3-alkynyl amines. | Mo, DL., et al. 2011. Chem Asian J. 6: 3200-4. PMID: 21954112
- Organic synthesis using (diacetoxyiodo)benzene (DIB): Unexpected and novel oxidation of 3-oxo-butanamides to 2,2-dihalo-N-phenylacetamides. | Liu, WB., et al. 2012. Beilstein J Org Chem. 8: 344-8. PMID: 22509203
- Domino reaction involving (diacetoxyiodo)benzene- promoted oxidative rearrangement: a novel multicomponent and efficient strategy for the synthesis of thiadiazole N-nucleosides. | Siddiqui, IR., et al. 2013. Nucleosides Nucleotides Nucleic Acids. 32: 453-63. PMID: 23895355
- Regioselective (diacetoxyiodo)benzene-promoted halocyclization of unfunctionalized olefins. | Liu, GQ. and Li, YM. 2014. J Org Chem. 79: 10094-109. PMID: 25310379
- (Diacetoxyiodo)benzene-Mediated Reaction of Ethynylcarbinols: Entry to α,α'-Diacetoxy Ketones and Glycerol Derivatives. | Liu, QR., et al. 2015. J Org Chem. 80: 6496-501. PMID: 26011401
- Metal-free iodine(iii)-promoted synthesis of 2,5-diaryloxazoles. | Yang, X., et al. 2018. Org Biomol Chem. 16: 3104-3108. PMID: 29645044
- Intermolecular Acetoxyaminoalkylation of α-Diazo Amides with (Diacetoxyiodo)benzene and Amines. | Döben, N., et al. 2018. Org Lett. 20: 7933-7936. PMID: 30540484
- Synthesis of Multifunctional Aryl(trifloxyalkenyl)iodonium Triflate Salts. | Tóth, BL., et al. 2019. ACS Omega. 4: 9188-9197. PMID: 31460007
- One-Pot Synthesis of N-Iodo Sulfoximines from Sulfides. | Zupanc, A. and Jereb, M. 2021. J Org Chem. 86: 5991-6000. PMID: 33764766
- Photoredox-Catalyzed Benzylic Esterification via Radical-Polar Crossover. | Maeda, B., et al. 2021. Org Lett.. PMID: 34132549
- Hypervalent Iodine-Mediated Chemoselective Bromination of Terminal Alkynes. | Li, Y., et al. 2022. Front Chem. 10: 879789. PMID: 35464229
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(Diacetoxyiodo)benzene, 5 g | sc-255078 | 5 g | $20.00 | |||
(Diacetoxyiodo)benzene, 25 g | sc-255078A | 25 g | $49.00 |