144025-03-6 Usage
Description
2,4-Difluorophenylboronic acid is an organic compound with the chemical formula C6H4BF2O2H. It is an off-white to light beige or yellow powder and is commonly used as a reagent in various chemical reactions.
Uses
Used in Suzuki Reaction:
2,4-Difluorophenylboronic acid is used as a reagent in Suzuki-Miyaura coupling reactions, which are widely employed in the synthesis of various organic compounds. In this application, it plays a crucial role in the formation of enantiomerically pure 3,3''-bis-arylated BINOL derivatives, which are important building blocks in the development of pharmaceuticals and other specialty chemicals.
Used in Phosphorescent Iridium (III) Complexes Synthesis:
2,4-Difluorophenylboronic acid is also used in the synthesis of highly efficient phosphorescent iridium (III) complexes. These complexes are essential components in the development of light-emitting diodes (LED) technology, as they exhibit excellent electroluminescent properties and are widely used in the production of energy-efficient lighting systems and display devices.
Used in Chemical Synthesis:
In the chemical industry, 2,4-difluorophenylboronic acid serves as a versatile building block for the synthesis of various fluorinated aromatic compounds. Its unique chemical properties, such as the presence of fluorine atoms, make it a valuable reagent for the development of new materials with improved properties, such as enhanced stability, reactivity, or selectivity.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2,4-difluorophenylboronic acid is utilized as a key intermediate in the synthesis of various pharmaceutical compounds. The introduction of fluorine atoms into the molecular structure can significantly affect the pharmacokinetic and pharmacodynamic properties of the resulting drug candidates, leading to improved efficacy, selectivity, and safety profiles.
Used in Material Science:
2,4-Difluorophenylboronic acid is also employed in the development of advanced materials with specific properties, such as high thermal stability, chemical resistance, or unique optical characteristics. These materials can be used in various applications, including aerospace, electronics, and automotive industries, where high-performance materials are required.
Check Digit Verification of cas no
The CAS Registry Mumber 144025-03-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,4,0,2 and 5 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 144025-03:
(8*1)+(7*4)+(6*4)+(5*0)+(4*2)+(3*5)+(2*0)+(1*3)=86
86 % 10 = 6
So 144025-03-6 is a valid CAS Registry Number.
InChI:InChI=1/3CHF3O3S.Sc/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3
144025-03-6Relevant articles and documents
Nematic stability of 2,2′,4-trifluoro-4″-alkyl-[1,1′:4′,1″]terphenyls and its deuterated isotopologue
Pytlarczyk, Marta,Gaczo?, Kornelia,Harmata, Piotr,Dziaduszek, Jerzy,Herman, Jakub
, (2021)
In this work we present three synthetic methodologies of 2,2′,4-trifluoro-4″-alkyl-[1,1′:4′,1″]terphenyls. The most convenient synthetic method was used for homologous series of 2,2′,4-trifluoro-4″-alkyl-[1,1′:4′,1″]terphenyls (alkyl chain from methyl to hexyl). The results show that fluorination in the inner-core position (at 2 and 2′ position of terphenyl core) promotes only a nematic phase. The results have also been discussed with other chloro- and fluoro- substituted 4″-alkyl-[1,1′:4′,1″]terphenyls and one perdeuterated terphenyl analogue. The synthesis and purity of synthesized compounds were monitored by gas chromatography GC-MS, GC-FID and by thin layer chromatography (TLC). The phase situation and the phase transition temperatures were determined by polarized optical microscopy (POM). The temperatures and enthalpies of the phase transitions were measured by using differential scanning calorimetry (DSC).
ORGANIC METAL COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE EMPLOYING THE SAME
-
, (2016/07/05)
Organic metal compounds and organic electroluminescence devices employing the same are provided. The organic metal compound has a chemical structure represented below: wherein R1, R2, R3, R4, and R5 are independent and can be hydrogen, halogen, C1-8 alkyl or C1-8alkoxy; L can be acetylacetone ligand, picolinic acid ligand, N,N′-diisopropylbenzamidinate, or N,N′-diisopropyl-diisopropyl-guanidinate.
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.