142260-70-6 Usage
Description
1-(TERT-BUTYLPEROXY)-1,2-BENZIODOXOL-3(1H)-ONE, also known as a white crystalline chemical compound, is utilized in organic synthesis as a reagent for the introduction of iodine(III) into various organic molecules. It is a potent oxidizing agent, frequently employed in the preparation of hypervalent iodine reagents. 1-(TERT-BUTYLPEROXY)-1,2-BENZIODOXOL-3(1H)-ONE is recognized for its capability to transfer iodine(III) to organic compounds, resulting in the formation of new carbon-carbon and carbon-heteroatom bonds. Furthermore, it is extensively used in the synthesis of complex natural products and pharmaceuticals, showcasing potential applications in the field of medicinal chemistry.
Uses
Used in Organic Synthesis:
1-(TERT-BUTYLPEROXY)-1,2-BENZIODOXOL-3(1H)-ONE is used as a reagent for the introduction of iodine(III) into organic molecules for [application reason] the formation of new carbon-carbon and carbon-heteroatom bonds.
Used in Pharmaceutical Industry:
1-(TERT-BUTYLPEROXY)-1,2-BENZIODOXOL-3(1H)-ONE is used as a reagent in the synthesis of complex natural products and pharmaceuticals for [application reason] its potential applications in the field of medicinal chemistry.
Used in Preparation of Hypervalent Iodine Reagents:
1-(TERT-BUTYLPEROXY)-1,2-BENZIODOXOL-3(1H)-ONE is used as a powerful oxidizing agent for [application reason] the preparation of hypervalent iodine reagents.
Check Digit Verification of cas no
The CAS Registry Mumber 142260-70-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,2,2,6 and 0 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 142260-70:
(8*1)+(7*4)+(6*2)+(5*2)+(4*6)+(3*0)+(2*7)+(1*0)=96
96 % 10 = 6
So 142260-70-6 is a valid CAS Registry Number.
142260-70-6Relevant articles and documents
Oxidation of Sulfides to Sulfoxides with Hypervalent (tert-Butylperoxy)iodanes
Ochiai, Masahito,Nakanishi, Akinobu,Ito, Takao
, p. 4253 - 4259 (2007/10/03)
Oxidation of sulfides with the crystalline (alkylperoxy)iodanes, 1-(tert-butylperoxy)-1,2-benziodoxol-3(1H)-ones 2a and 2b, in acetonitrile-water or in dichloromethane, affords sulfoxides in high yields. Measurement of the relative rates of oxidation for a series of ring-substituted thioanisoles 3b (p-MeO), 3c (p-Me), and 3d (p-Cl) in acetonitrile-water indicates that electron-releasing groups such as p-MeO and p-Me groups increase the rate of oxidation, and Hammett correlation of the relative rate factors with the substituent constants affords the reaction constants ρ+ = -2.23 (σ+, r = 0.98) for BF3-catalyzed oxidation and ρ = -3.32 (σ, r = 0.98) for uncatalyzed oxidation. The effects of a free-radical scavenger, galvinoxyl, were examined. A mechanism involving the intermediary formation of the sulfonium species 11 by nucleophilic attack of sulfide toward the iodine(III) atom of 2 is proposed for the oxidation in acetonitrile-water in the presence and the absence of BF3· Et2O. On the other hand, the oxidation of sulfoxides in dichloromethane probably proceeds by a radical process, which involves the decomposition at room temperature of 2 via homolytic bond cleavage of the weak iodine(III)-peroxy bond, generating tert-butylperoxy radical and the [9-1-2] iodanyl radical 12.
A phosphorylated iodosobenzoate: The intermediate in the iodosobenzoate cleavage of a reactive phosphate
Moss, Robert A.,Zhang, Hongmei
, p. 4471 - 4472 (2007/10/02)
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