73852-19-4 Usage
Description
3,5-Bis(trifluoromethyl)benzeneboronic acid is an organic compound with the chemical formula C8H5BF6O2. It is an off-white crystalline solid that is commonly used as a reactant in various chemical reactions and synthesis processes due to its unique properties and reactivity.
Uses
Used in Suzuki Reaction:
3,5-Bis(trifluoromethyl)benzeneboronic acid is used as a reactant in the Suzuki reaction for the formation of carbon-carbon bonds. The application reason is its ability to participate in cross-coupling reactions, which are essential for the synthesis of complex organic molecules.
Used in the Synthesis of Methylene-Arylbutenones:
3,5-Bis(trifluoromethyl)benzeneboronic acid is used as a reactant for the synthesis of methylene-arylbutenones via carbonylative arylation of allenols. The application reason is its reactivity in forming the desired products with specific structural features.
Used in the Synthesis of 4-Aminoquinoline Analogs:
In the pharmaceutical industry, 3,5-Bis(trifluoromethyl)benzeneboronic acid is used as a reactant in Ullman/Suzuki/Negishi coupling reactions for the synthesis of 4-aminoquinoline analogs. The application reason is its role in constructing the quinoline core, which is a common structural motif in various bioactive compounds.
Used in the Synthesis of Primary Amino Acid Derivatives:
3,5-Bis(trifluoromethyl)benzeneboronic acid is used as a reactant in the synthesis of primary amino acid derivatives with anticonvulsant activity. The application reason is its ability to provide the necessary functional groups for the development of potential anticonvulsant drugs.
Used in the Synthesis of Alkyl Arylcarbamates:
In the agrochemical industry, 3,5-Bis(trifluoromethyl)benzeneboronic acid is used as a reactant in Cu-catalyzed coupling with potassium cyanate for the synthesis of alkyl arylcarbamates. The application reason is its role in creating carbamate derivatives, which are important for the development of pesticides and other agrochemicals.
Used in the Synthesis of Aryl-Substituted Succinimides and Cyclic Ketones:
3,5-Bis(trifluoromethyl)benzeneboronic acid is used as a reactant in asymmetric conjugate addition reactions for the synthesis of aryl-substituted succinimides and cyclic ketones. The application reason is its involvement in constructing chiral molecules, which are valuable in the pharmaceutical and chemical industries.
Used in the Synthesis of Axially Chiral Dicarboxylic Acids:
In the field of asymmetric catalysis, 3,5-Bis(trifluoromethyl)benzeneboronic acid is used as a reactant for the synthesis of axially chiral dicarboxylic acids for asymmetric Mannich-type reactions. The application reason is its ability to provide chiral building blocks, which are crucial for the development of enantioselective catalysts and ligands.
Check Digit Verification of cas no
The CAS Registry Mumber 73852-19-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,3,8,5 and 2 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 73852-19:
(7*7)+(6*3)+(5*8)+(4*5)+(3*2)+(2*1)+(1*9)=144
144 % 10 = 4
So 73852-19-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H9F3O/c1-3-4-5(2,10)6(7,8)9/h3,10H,1,4H2,2H3
73852-19-4Relevant articles and documents
Meso-substituted boron-dipyrromethene compounds: synthesis, tunable solid-state emission, and application in blue-driven LEDs
Liu, Hao,Su, Huan,Chen, Zhiyuan,Zhu, Senqiang,Liu, Rui,Zhu, Hongjun
, p. 1697 - 1705 (2021/07/10)
In this work, we depict the synthesis and characterization of a series of meso-substituted boron-dipyrromethene (BODIPY) compounds. Their optical and electrochemical properties were investigated systematically. All these compounds exhibited intense absorption bands in the ultraviolet (UV) and visible regions, which arise from the π–π* transitions based on their BODIPY core segments. By comparing electron-withdrawing substituents and electron-donating substituents, we found that these compounds exhibited some similar photophysical properties but exhibited different fluorescence in the solid state. All compounds were highly emissive in dichloromethane at room temperature (λem = 512–523 nm, ΦPL > 0.9). When these compounds were applied in blue-driven light-emitting diodes (LEDs) as light-emitting materials, the devices showed luminescence efficiency ranging from 1.09 to 34.13 lm/W. Their luminescence and electrochemical properties could be used for understanding the structure–property relationship of BODIPY compounds and developing functional fluorescent materials.
Synthesis and characterization of perfluorinated phenyl-substituted Ir(iii) complex for pure green emission
Kim, Myeong-Jong,Yoo, Seung-Jun,Hwang, Jaeyoung,Park, Sung-Jin,Kang, Jae-Wook,Kim, Yun-Hi,Kim, Jang-Joo,Kwon, Soon-Ki
supporting information, p. 3107 - 3111 (2017/03/30)
A new deep green-emitting material, a 3,5-bis(trifluoromethyl)phenylene-substituted iridium(iii) complex, fac-tris[2-(3′,5′-bis(trifluoromethyl)biphenyl-3-yl)pyridine]iridium (Ir(mtfppy)3), was synthesized. Introducing bulky 3,5-bis(trifluoromethyl)phenylene to the metaposition of pyridyl-phenyl results in blue-shifted narrow emission compared to that of Ir(ppy)3. The organic light-emitting diode (OLED) based on Ir(mtfppy)3 shows a maximum external quantum efficiency (EQE) of 23.2% with the CIE coordinates of (0.26, 0.63) without strong microcavity effect.
An easy route to (hetero)arylboronic acids
Erb, William,Hellal, Akila,Albini, Mathieu,Rouden, Jacques,Blanchet, Jerome
supporting information, 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.
