1829-25-0

Basic information

• Product Name: 1-Methoxy-1,2-benziodoxol-3-(1H)-one
• Synonyms: 1-Methoxy-1,2-benziodoxol-3-(1H)-one
• CAS NO: 1829-25-0
• Molecular Formula: C₈H₇IO₃
• Molecular Weight: 278.04385
• Mol File: 1829-25-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 164-168 °C
• Appearance: /
• CAS DataBase Reference: 1-Methoxy-1,2-benziodoxol-3-(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methoxy-1,2-benziodoxol-3-(1H)-one(1829-25-0)
• EPA Substance Registry System: 1-Methoxy-1,2-benziodoxol-3-(1H)-one(1829-25-0)

Safety Data

• Hazardous Substances Data: 1829-25-0(Hazardous Substances Data)

Usage

Chemical compound

1-Methoxy-1,2-benziodoxol-3-(1H)-one is a chemical compound.

Appearance

It is a white solid.

Use as a reagent

It is commonly used as a hypervalent iodine reagent in organic synthesis.

Electrophilic iodinating agent

1-Methoxy-1,2-benziodoxol-3-(1H)-one is known for its ability to act as an electrophilic iodinating agent.

Chemical reactions

It is useful for various chemical reactions, including halogenations, oxidations, and functional group transformations.

Preparation of organic molecules

1-Methoxy-1,2-benziodoxol-3-(1H)-one is often utilized in the preparation of organic molecules.

Value in synthetic chemistry

It is considered a valuable tool in synthetic chemistry.

Stability and reactivity

The methoxy group in the compound provides stability and enhanced reactivity, making it a versatile reagent for a wide range of applications in organic synthesis.

Upstream product

• 67-56-1 methanol 
• 87413-09-0 Dess-Martin periodane 
• 61717-82-6 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione 
• 88-67-5 2-Iodobenzoic acid 
• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 
• 1829-26-1 1-acetoxy-1,2-benziodoxol-3-one 
• 59457-26-0 1-chloro-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one 
• 142260-70-6 1-(tert-butylperoxy)-1,2-benziodoxol-3(1H)-one 
• 124-41-4 sodium methylate 
• 155791-59-6 Phosphoric acid 3-oxo-3H-1λ³-benzo[d][1,2]iodoxol-1-yl ester diphenyl ester 

Downstream Products

• 887144-94-7 Togni's reagent II 
• 1825-61-2 Trimethylmethoxysilane 
• 65880-87-7 3,3-bis(methylthio)-2-methoxy-1-phenylprop-2-en-1-one 
• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 
• 947-84-2 2-Biphenylcarboxylic acid 

Relevant articles and documents

CHEMISTRY OF AN ACYLOXYIODINANE, THE INTERMEDIATE IN IODOSOBENZOATE CATALYZED CLEAVAGE OF ACTIVE ESTERS

The 1-acetoxy-1,2-benziodoxol-3(1H)-one intermediate in the o-iodosobenzoate cleavage of p-nitrophenyl acetate can be directly observed in dimethyl sulfoxide.

Synthesis of polycyclic aminal heterocycles via decarboxylative cyclisation of dipeptide derivatives

An oxidative-decarboxylative intramolecular cyclisation of dipeptide derivatives is reported. This transformation is promoted by phenyl iodine(iii) diacetate (PIDA) in combination with BF3·OEt2. The reaction gives access to a variety of valuable polycyclic N-heterocyclic scaffolds containing 5-, 6-, or 7-membered rings.

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.