1829-26-1

Basic information

• Product Name: 1,2-Benziodoxol-3(1H)-one, 1-(acetyloxy)-
• CAS NO: 1829-26-1
• Molecular Formula: C9H7IO4
• Molecular Weight: 306.057
• Mol File: 1829-26-1.mol
• Article Data: 60

Chemical Properties

• CAS DataBase Reference: 1,2-Benziodoxol-3(1H)-one, 1-(acetyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Benziodoxol-3(1H)-one, 1-(acetyloxy)-(1829-26-1)
• EPA Substance Registry System: 1,2-Benziodoxol-3(1H)-one, 1-(acetyloxy)-(1829-26-1)

Safety Data

• Hazardous Substances Data: 1829-26-1(Hazardous Substances Data)

Usage

General Description

1,2-Benziodoxol-3(1H)-one, 1-(acetyloxy)- is a synthetic chemical compound with the molecular formula C8H5IO4. It is a powerful and versatile reagent with applications in organic synthesis, particularly in the preparation of complex organic molecules. The compound is used as a hypervalent iodine reagent, capable of oxidizing a variety of substrates, and has been utilized in the development of new synthetic methodologies and in the total synthesis of natural products. Additionally, it has been investigated for its potential as an antibacterial and antifungal agent. Despite its potential applications, the compound should be handled with care due to its highly reactive and potentially hazardous nature.

Upstream product

• 79-21-0 peracetic acid 
• 88-67-5 2-Iodobenzoic acid 
• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 
• 108-24-7 acetic anhydride 
• 3840-31-1 (3,4,5-trimethoxyphenyl)methanol 
• 87413-09-0 Dess-Martin periodane 
• 87413-10-3 1,1-bis(acetoxy)-1-ethoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one 
• 304-91-6 o-iodosobenzoic acid 
• 830-03-5 4-nitrophenol acetate 
• 84280-67-1 1-oxido-1,2-benziodoxol-3(1H)-one 
• 59457-26-0 1-chloro-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 591-50-4 iodobenzene 
• 61717-82-6 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione 

Downstream Products

• 1829-23-8 1H,1'H-1,1'-oxy-bis-1λ³-benzo[d][1,2]iodoxol-3-one 
• 1829-25-0 1-methoxy-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one 
• 1829-24-9 1-ethoxy-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one 
• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 
• 172876-96-9 3-oxo-1λ³-benzo[d][1,2]iodaoxole-1(3H)-carbonitrile 
• 160732-56-9 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one 
• 947-84-2 2-Biphenylcarboxylic acid 
• 135226-08-3 1-(1-decynyl)-1,2-benziodoxol-3(1H)-one 
• 88-67-5 2-Iodobenzoic acid 

Relevant articles and documents

Tosyloxybenziodoxolone: A Platform for Performing the Umpolung of Alkynes in One-Pot Transformations

Ethynylbenziodoxolones (EBXs) are commonly encountered reagents for the electrophilic alkynylation of nucleophiles. Herein, we report a one-pot, two-step process for EBX generation and their direct application in substrate functionalization. Our approach enables us to bypass the originally mandatory isolation and purification of the reagents, resulting in a more efficient synthesis. We could apply this process to seven different transformations involving both two- and one-electron nucleophiles to obtain a large variety of alkynylated products.

Synthesis of Diverse Aryliodine(III) Reagents by Anodic Oxidation?

An anodic oxidation enabled synthesis of hypervalent iodine(III) reagents from aryl iodides is demonstrated. Under mild electrochemical conditions, a range of aryliodine(III) reagents including iodosylarenes, (difunctionaliodo)arenes, benziodoxoles and diaryliodonium salts can be efficiently synthesized and derivatized in good to excellent yields with high selectivity. As only electrons serve as the oxidation reagents, this method offers a more straightforward and sustainable manner avoiding the use of expensive or hazardous chemical oxidants.

N-Cyanation of Primary and Secondary Amines with Cyanobenzio-doxolone (CBX) Reagent

An efficient electrophilic N-cyanation of amines with a stable and less-toxic cyanobenziodoxole reagent towards the synthesis of cyanamides is disclosed. This synthetically practicable strategy allows the construction of a wide variety of cyanamides under very mild and simple conditions with a broad functional group compatibility, and showcases a huge potential in late-stage modification of complex molecules.