168267-99-0 Usage
Description
3-Fluoro-4-methylphenylboronic acid is an organic compound with the molecular formula C7H8BFO2. It is an off-white crystalline substance that serves as a valuable building block in organic synthesis, particularly in the field of pharmaceuticals and materials science.
Uses
Used in Pharmaceutical Industry:
3-Fluoro-4-methylphenylboronic acid is used as a reactant for the synthesis of various pharmaceutical compounds. Its unique structure allows for the creation of novel molecules with potential therapeutic applications.
Used in Chemical Synthesis:
3-Fluoro-4-methylphenylboronic acid is used as a reactant in regioselective Suzuki coupling reactions. This type of reaction is a powerful tool in organic chemistry, enabling the formation of carbon-carbon bonds with high selectivity and efficiency. The use of this boronic acid in Suzuki coupling reactions contributes to the development of complex molecular structures with potential applications in various industries.
Used in Material Science:
3-Fluoro-4-methylphenylboronic acid is used as a building block for the development of new materials with specific properties. Its incorporation into the molecular structure of these materials can lead to enhanced performance characteristics, such as improved stability, reactivity, or selectivity.
Used in Bacterial Quorum Sensing Inhibition:
3-Fluoro-4-methylphenylboronic acid is used as an inhibitor of bacterial quorum sensing in Vibrio harveyi. Quorum sensing is a communication mechanism used by bacteria to coordinate their behavior based on population density. By inhibiting this process, 3-Fluoro-4-methylphenylboronic acid can potentially be used to control bacterial growth and prevent the spread of infections.
Check Digit Verification of cas no
The CAS Registry Mumber 168267-99-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,8,2,6 and 7 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 168267-99:
(8*1)+(7*6)+(6*8)+(5*2)+(4*6)+(3*7)+(2*9)+(1*9)=180
180 % 10 = 0
So 168267-99-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H8BFO2/c1-5-2-3-6(8(10)11)4-7(5)9/h2-4,10-11H,1H3
168267-99-0Relevant articles and documents
Lithium aminoborohydrides 17. Palladium catalyzed borylation of aryl iodides, bromides, and triflates with diisopropylaminoborane prepared from lithium diisopropylaminoborohydride
Haddenham, Dustin,Bailey, Christopher L.,Vu, Chau,Nepomuceno, Gabby,Eagon, Scott,Pasumansky, Lubov,Singaram, Bakthan
experimental part, p. 576 - 583 (2011/03/18)
The Alcaraz-Vaultier borylation of aryl halides and triflates is reported utilizing diisopropylaminoborane (BH2N(iPr)2) prepared from the corresponding lithium aminoborohydride (LAB reagent). BH 2N(iPr)2, prepared by reacting lithium diisopropylaminoborohydride with trimethylsilyl chloride, provided the most consistent isolated yields from this reaction. Catalytic amounts of palladium dichloride produced the highest yields from aryl iodides, while catalytic tris(dibenzylideneacetone)dipalladium(chloroform) provided the best yields for aryl bromides and triflates. This route to boronic acids is mild enough to tolerate various functionalities and for the first time employs aryl triflates as substrates for the Alcaraz-Vaultier borylation. In addition, it was found that both boronic acid and ester compounds could be isolated from the reaction mixture utilizing simple work-up procedures. Treatment of the reaction intermediate with an acid/base work-up provided the corresponding boronic acid, while treating the same intermediate with a diol, such as neopentyl glycol, afforded the corresponding boronic ester.
Synthesis of 4-borono-2-fluorophenylalanine
Kabalka,Reddy,Wang,Malladi
, p. 290 - 293 (2007/10/03)
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