406482-20-0 Usage
Description
2,6-Difluoro-4-methoxyphenylboronic acid is an organic compound with the molecular formula C7H6BF2O2. It is a boronic acid derivative featuring a fluorinated and methoxy-substituted phenyl ring. 2 6-DIFLUORO-4-METHOXYPHENYLBORONIC ACID is known for its reactivity and utility in various chemical reactions and synthesis processes.
Uses
Used in Suzuki Reaction:
2,6-Difluoro-4-methoxyphenylboronic acid is used as a reagent in the Suzuki reaction, a widely employed cross-coupling reaction in organic chemistry. It facilitates the formation of carbon-carbon bonds, which are essential in the synthesis of complex organic molecules and pharmaceuticals.
Used in the Synthesis of Ligands:
2,6-Difluoro-4-methoxyphenylboronic acid is used as a starting material to prepare a ligand called N4Py2Ar2. This ligand is then utilized in the synthesis of a Fe complex, which is employed in aromatic C-H hydroxylation reactions. These reactions are crucial for the functionalization of aromatic compounds, leading to the production of valuable intermediates and final products in the pharmaceutical and chemical industries.
Used in Copper-Catalyzed Trifluoromethylthiolation:
2,6-Difluoro-4-methoxyphenylboronic acid serves as a substrate in the study of copper-catalyzed trifluoromethylthiolation of boronic acids. This reaction allows for the introduction of a trifluoromethylthio group (SCF3) into the boronic acid, which can be further used in the synthesis of various organic compounds and pharmaceuticals.
Used in the Preparation of Antithrombotic Agents:
2,6-Difluoro-4-methoxyphenylboronic acid is used as a substrate in the preparation of a thio xylopyranoside, which is a potent antithrombotic agent. Antithrombotic agents are essential in the prevention and treatment of blood clots, which can lead to life-threatening conditions such as stroke and heart attack.
Check Digit Verification of cas no
The CAS Registry Mumber 406482-20-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,0,6,4,8 and 2 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 406482-20:
(8*4)+(7*0)+(6*6)+(5*4)+(4*8)+(3*2)+(2*2)+(1*0)=130
130 % 10 = 0
So 406482-20-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H7BF2O3/c1-13-4-2-5(9)7(8(11)12)6(10)3-4/h2-3,11-12H,1H3
406482-20-0Relevant articles and documents
Protodeboronation of (Hetero)Arylboronic Esters: Direct versus Prehydrolytic Pathways and Self-/Auto-Catalysis
Hayes, Hannah L. D.,Wei, Ran,Assante, Michele,Geogheghan, Katherine J.,Jin, Na,Tomasi, Simone,Noonan, Gary,Leach, Andrew G.,Lloyd-Jones, Guy C.
, p. 14814 - 14826 (2021/09/13)
The kinetics and mechanism of the base-catalyzed hydrolysis (ArB(OR)2→ ArB(OH)2) and protodeboronation (ArB(OR)2→ ArH) of a series of boronic esters, encompassing eight different polyols and 10 polyfluoroaryl and heteroaryl moieties, have been investigated by in situ and stopped-flow NMR spectroscopy (19F,1H, and11B), pH-rate dependence, isotope entrainment,2H KIEs, and KS-DFT computations. The study reveals the phenomenological stability of boronic esters under basic aqueous-organic conditions to be highly nuanced. In contrast to common assumption, esterification does not necessarily impart greater stability compared to the corresponding boronic acid. Moreover, hydrolysis of the ester to the boronic acid can be a dominant component of the overall protodeboronation process, augmented by self-, auto-, and oxidative (phenolic) catalysis when the pH is close to the pKaof the boronic acid/ester.
