62615-24-1 Usage
Description
2-Iodo-4-acetylphenol is an organic compound that features an iodine atom at the 2nd position and an acetyl group at the 4th position on a phenol ring. It is known for its reactivity and versatility in organic synthesis, making it a valuable intermediate in the preparation of various complex organic molecules.
Uses
Used in Pharmaceutical Industry:
2-Iodo-4-acetylphenol is used as a reactant for the preparation of cyclopentene fused benzofurans and indoles via Pd-catalyzed tandem ring opening-ring closing reaction with diazabicyclic alkenes. This application is crucial for the synthesis of novel drug candidates with potential therapeutic properties.
Used in Chemical Research:
In the field of chemical research, 2-Iodo-4-acetylphenol is utilized for the highly regioselective synthesis of spirocyclic compounds through a palladium-catalyzed intermolecular tandem reaction. This method allows for the creation of complex molecular structures with high precision.
Used in Organic Synthesis:
2-Iodo-4-acetylphenol is employed in the regioselective synthesis of indene derivatives via Pd/C-catalyzed cyclization reaction in air. This process is advantageous for the production of valuable intermediates in organic synthesis.
Used in Material Science:
In material science, 2-Iodo-4-acetylphenol is used in the preparation of carbazoles via cross-coupling with silylaryl triflates followed by palladium-catalyzed cyclization. This contributes to the development of new materials with unique properties.
Used in Heteropolycyclic Compounds Synthesis:
2-Iodo-4-acetylphenol is used as a reactant for the stereoselective preparation of heteropolycyclic compounds via palladium-catalyzed stereoselective heteroannulation with cyclic alkenes. This application is significant for the synthesis of complex heterocyclic structures with potential applications in various fields.
Used in Coumarins Production:
In the production of disubstituted coumarins, 2-Iodo-4-acetylphenol is used via palladium-catalyzed carbonylative annulation of internal alkynes. Coumarins are important due to their diverse applications, including as fragrances, flavorings, and pharmaceutical agents.
Used in Alkynes and Heterocycles Synthesis:
2-Iodo-4-acetylphenol is employed in the preparation of arylalkynes, benzofurans, and indoles via Sonogashira coupling and cyclization on alumina. This versatile application allows for the synthesis of a wide range of organic compounds with potential uses in various industries.
Preparation
Preparation by reaction of iodine and potassium iodide on 4-hydroxyacetophenone in aqueous ammonium hydroxide at r.t. (54–57%).
Check Digit Verification of cas no
The CAS Registry Mumber 62615-24-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,2,6,1 and 5 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 62615-24:
(7*6)+(6*2)+(5*6)+(4*1)+(3*5)+(2*2)+(1*4)=111
111 % 10 = 1
So 62615-24-1 is a valid CAS Registry Number.
62615-24-1Relevant articles and documents
Fluorescence analysis of iodinated acetophenone derivatives
Crivelaro,Oliveira,Lima,Andrade,Casagrande,Raminelli,Caires
, p. 63 - 67 (2015)
In the present paper the synthesis and optical characterization of iodinated acetophenone, 4-hydroxy-3-iodoacetophenone and 4-hydroxy-3,5-diiodoacetophenone obtained from 4-hydroxyacetophenone, were carried out. The optical features of iodinated molecules
Oxygen-substituted phenylimidazole XOR/URAT1 dual inhibitor, preparation and applications thereof
-
Paragraph 0044; 0045; 0046; 0056-0058; 0068-0070; 0097-0099, (2019/10/01)
The invention belongs to the technical field of medicinal chemical industry, and discloses an oxygen-substituted phenylimidazole XOR/URAT1 dual inhibitor, preparation and applications thereof, whereinthe oxygen-substituted phenylimidazole XOR/URAT1 dual i
Total synthesis of hibispeptin A via Pd-catalyzed C(sp3)-H arylation with sterically hindered aryl iodides
He, Gang,Zhang, Shu-Yu,Nack, William A.,Pearson, Ryan,Rabb-Lynch, Javon,Chen, Gong
supporting information, p. 6488 - 6491 (2015/02/19)
To access the key Ile-Hpa pseudodipeptide motif in hibispeptins, a series of bidentate carboxamide-based auxiliary groups have been explored to facilitate the palladium-catalyzed arylation of unactivated γ-C(sp3)-H bonds of Ile precursor with a
