5122-99-6 Usage
Description
4-Iodophenylboronic acid is a white crystalline powder that serves as a versatile reagent in various chemical reactions and synthesis processes. It is an essential component in the field of organic chemistry, particularly for the formation of carbon-carbon bonds and the synthesis of complex organic molecules.
Uses
Used in Pharmaceutical Industry:
4-Iodophenylboronic acid is used as a reagent for the synthesis of Pleuromutilin derivatives, which exhibit ribosomal binding and antibacterial activity. This application is particularly relevant in the development of new antibiotics to combat drug-resistant bacteria.
Used in Chemical Synthesis:
4-Iodophenylboronic acid is used as a reagent in Suzuki reaction, a widely employed method for the formation of carbon-carbon bonds. It is particularly useful in the synthesis of complex organic molecules and the development of new chemical compounds.
Used in Catalyst Development:
4-Iodophenylboronic acid is used as a component in the development of recyclable magnetic-nanoparticle-supported palladium catalysts for Suzuki coupling reactions. These catalysts are essential for efficient and environmentally friendly chemical synthesis processes.
Used in Cross-Coupling Reactions:
4-Iodophenylboronic acid is used as a reagent in palladium-catalyzed aerobic oxidative cross-coupling reactions, which are crucial for the synthesis of various organic compounds and materials.
Used in Copper-Mediated Reactions:
4-Iodophenylboronic acid is used as a reagent in copper-mediated ligandless aerobic fluoroalkylation and oxidative hydroxylation using a copper (Cu) catalyst. These reactions are vital for the synthesis of fluorinated and hydroxylated organic compounds.
Used in Ligand-Free Reactions:
4-Iodophenylboronic acid is used in ligand-free palladium-catalyzed Suzuki-Miyaura cross-coupling reactions, which simplify the process and reduce the need for additional ligands.
Used in Homocoupling:
4-Iodophenylboronic acid is used in homocoupling reactions using gold salts as a catalyst, which are essential for the formation of carbon-carbon bonds in specific organic compounds.
Used in Ruthenium-Catalyzed Reactions:
4-Iodophenylboronic acid is used in ruthenium (Ru)-catalyzed cross-coupling reactions, which are important for the synthesis of complex organic molecules and materials.
Used in Domino Reactions:
4-Iodophenylboronic acid is used in palladium-catalyzed domino Heck-Mizoroki/Suzuki-Miyaura reactions, which allow for the efficient synthesis of complex organic molecules through a single-step process.
Used in Liquid Crystalline Materials:
4-Iodophenylboronic acid is used as a reagent in the preparation of liquid crystalline polyacetylene derivatives, which have potential applications in the development of advanced materials for display technologies and other industries.
Check Digit Verification of cas no
The CAS Registry Mumber 5122-99-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,1,2 and 2 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 5122-99:
(6*5)+(5*1)+(4*2)+(3*2)+(2*9)+(1*9)=76
76 % 10 = 6
So 5122-99-6 is a valid CAS Registry Number.
InChI:InChI=1/C6H6BIO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
5122-99-6Relevant articles and documents
Synthesis of Rigid Rod, Trigonal, and Tetrahedral Nucleobase-Terminated Molecules
Cheng, Liang,Jin, Xiao-Yang,Liu, An-Di,Liu, Li,Wu, Chuan-Shuo
, (2022/01/12)
An efficient fragment splicing method for the construction of multiple nucleobase-terminated monomers has been developed. Conformationally fixed rod, trigonal planar and tetrahedral thymine and adenine structures were generated in moderate to good yields,
An easy route to (hetero)arylboronic acids
Erb, William,Hellal, Akila,Albini, Mathieu,Rouden, Jacques,Blanchet, Jerome
, p. 6608 - 6612 (2014/06/09)
An unprecedented spontaneous reactivity between diazonium salts and diboronic acid has been unveiled, leading to a versatile arylboronic acid synthesis directly from (hetero)arylamines. This fast reaction (35 min overall) tolerates a wide range of functional groups and is carried out under very mild conditions. The radical nature of the reaction mechanism has been investigated.
Substituent effects on aryltrifluoroborate solvolysis in water: Implications for Suzuki-Miyaura coupling and the design of stable 18F-labeled aryltrifluoroborates for use in PET imaging
Ting, Richard,Harwig, Curtis W.,Lo, Justin,Li, Ying,Adam, Michael J.,Ruth, Thomas J.,Petrin, David M.
, p. 4662 - 4670 (2008/09/20)
(Chemical Equation Presented) Whereas electron withdrawing substituents retard the rate of aryltrifluoroborate solvolysis, electron-donating groups enhance it. Herein is presented a Hammett analysis of the solvolytic lability of aryltrifluoroborates where log(Ksolv) values correlate to a values with a ρ value of approximately -1. This work provides a predictable rubric for tuning the reactivity of boron for several uses including 18F-labeled PET reagents and has mechanistic implications for ArBF3-enhanced ligandless metal-mediated cross coupling reactions with aryltrifluoroborates.
