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4-Fluorophenylboronic acid(contains varying amounts of Anhydride) - 98%, high purity , CAS No.1765-93-1
Description générale
Synonymes
4-Fluorophenylboronic acid | 1765-93-1 | 4-Fluorobenzeneboronic acid | (4-fluorophenyl)boronic acid | 4-Fluorophenyl boronic acid | p-fluorophenylboronic acid | (4-fluorophenyl)boranediol | C6H6BFO2 | MFCD00039136 | 4-fluorophenylboronicacid | (4-FLUOROPHENYL)DIHYDROXYBORON |
Spécifications et pureté
≥98%
Température de stockage
Room temperature
Expédié en
Normal
Product Description
4-Fluorophenylboronic acid can be used as a reactant in coupling reactions with arenediazonium tetrafluoroborates, iodonium salts, and iodanes. It is also used to make novel biologically active terphenyls. It can also be used as a reactant in:
Suzuki coupling using microwave and triton B catalyst.
Pd-catalyzed direct arylation of pyrazoles with phenylboronic acids.
Mizoroki-Heck and Suzuki-Miyaura coupling reactions catalyzed by palladium nanoparticles.
Cu-catalyzed Petasis reactions.
Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence.
Ruthenium catalyzed direct arylation.
Rh-catalyzed asymmetric conjugate additions.
Ligand-free copper-catalyzed coupling of nitro arenes with arylboronic acids.
Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions.
Suzuki cross-coupling of tetrabromothiophene.
Palladium-catalyzed addition to nitriles.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Benzenoids
Classe
Benzene and substituted derivatives
Subclass
Halobenzenes
Intermediate Tree Nodes
Not available
Direct Parent
Fluorobenzenes
Alternative Parents
Aryl fluorides Boronic acids Organic metalloid salts Organofluorides Organoboron compounds Organic oxygen compounds Hydrocarbon derivatives
Molecular Framework
Aromatic homomonocyclic compounds
Substituents
Fluorobenzene - Aryl halide - Aryl fluoride - Boronic acid - Boronic acid derivative - Organic metalloid salt - Organic oxygen compound - Hydrocarbon derivative - Organic salt - Organofluoride - Organoboron compound - Organohalogen compound - Aromatic homomonocyclic compound
Description
This compound belongs to the class of organic compounds known as fluorobenzenes. These are compounds containing one or more fluorine atoms attached to a benzene ring.
External Descriptors
organofluorine compound
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Cibles associées (humaines)
Cibles associées (non humaines)
Mécanismes d'action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
Références
Noms et identifiants
Pubchem Sid
504758308
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/504758308
IUPAC Name
(4-fluorophenyl)boronic acid
INCHI
InChI=1S/C6H6BFO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
InChIKey
LBUNNMJLXWQQBY-UHFFFAOYSA-N
Smiles
B(C1=CC=C(C=C1)F)(O)O
Isomères SMILES
B(C1=CC=C(C=C1)F)(O)O
WGK Allemagne
3
Poids moléculaire
139.92
Beilstein
2829653
Reaxy-Rn
2829653
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2829653&ln=
Certificats (CoA, COO, BSE/TSE et tableau d'analyse)
Propriétés chimiques et physiques
Solubilité
Slightly soluble in water
Point de fusion (°C)
262-265°C
Poids moléculaire
139.920 g/mol
XLogP3
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Exact Mass
140.044 Da
Monoisotopic Mass
140.044 Da
Topological Polar Surface Area
40.500 Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
102.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Jiayi Wang, Yicen Ge, Yue Wang, Rui Sun, Xiao Yang, Haodan Xue, Xiaoyan Ma, Jinyu Liu, Keling Hu.
(2024)
Pd nanoparticles supported in PDMAEMA-b-PLMA micelles: A superb catalytic platform for Suzuki-Miyaura cross-coupling in water. EUROPEAN POLYMER JOURNAL,
202
(112650).
2.
Qi Wei, Luo Kexin, Su Qing, Sun Xiaoman, Li Xiaodong, Liu Ziqian, Wu Qiaolin.
(2023)
The Photoactive Hydrazone-Linked Covalent Organic Frameworks for Photocyclization Approach to Phenanthridine Derivatives. CATALYSIS LETTERS,
153
(8):
(2331-2340).
3.
Qiuyu Lin, Luyun Xue, Jiannan Sun, Yuanchao Wang, Heyong Cheng.
(2022)
Suzuki C–C Coupling in Paper Spray Ionization: Microsynthesis of Biaryls and High-Sensitivity MS Detection of Aryl Bromides. JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY,
33
(10):
(1921–1935).
4.
Xu-Dong Gao, Yue Hu, Wei-Feng Wang, Xiao-Bo Zhao, Xin-Zhen Du, Yan-Ping Shi.
(2022)
Rapid and Selective 19F NMR-Based Sensors for Fingerprint Identification of Ribose. ANALYTICAL CHEMISTRY,
94
(33):
(11564–11572).
5.
Shufang Liu, Ziqian Liu, Qing Su, Qiaolin Wu.
(2022)
Multifunctional covalent organic frameworks for photocatalytic oxidative hydroxylation of arylboronic acids and fluorescence sensing for Cu2+. MICROPOROUS AND MESOPOROUS MATERIALS,
333
(111737).
6.
Kai Hu, Tiantian Pang, Yanmei Shi, Pengzhao Han, Yuanqing Zhao, Wenjie Zhao, Huahui Zeng, Shusheng Zhang, Zhenqiang Zhang.
(2021)
Magnetic borate-modified Mxene: A highly affinity material for the extraction of catecholamines. ANALYTICA CHIMICA ACTA,
1176
(338769).
7.
Li Zhang, Wen-Huan Dong, Ning-Zhao Shang, Cheng Feng, Shu-Tao Gao, Chun Wang.
(2016)
N-Doped porous carbon supported palladium nanoparticles as a highly efficient and recyclable catalyst for the Suzuki coupling reaction. CHINESE CHEMICAL LETTERS,
27
(149).
8.
Li Zhang, Cheng Feng, Shutao Gao, Zhi Wang, Chun Wang.
(2015)
Palladium nanoparticle supported on metal–organic framework derived N-decorated nanoporous carbon as an efficient catalyst for the Suzuki coupling reaction. CATALYSIS COMMUNICATIONS,
61
(21).
9.
Hangqi Shi, Zhuowei Gu, Xiao Gu, Hongbin Pan, Junying Pan, Xiaolian Hu, Congcheng Fan, Minmin Shi, Hongzheng Chen.
(2014)
Effect of end-groups on the photovoltaic property of diphenyl substituted diketopyrrolopyrrole derivatives. SYNTHETIC METALS,
188
(66).
10.
Zhiyu Zhang, Cheng Yang, Di Zhao, Yuanqing Zhao, Lixin Li, Zhonghua Li, Zhenqiang Zhang, Kai Hu.
(2024)
Boric Acid Functionalized Hypercrosslinked Polymers for Selective Extraction of Trace Catecholamines and Their Metabolites in Rat Serum. JOURNAL OF SEPARATION SCIENCE,
47
(18):
(e202400418).
11.
Yunfeng Yuan, Xiaoge Wang, Jinhua Zhu, Abdelhadi El Jaouhari, Xiuhua Liu, Md． Zaved H． Khan.
(2025)
Phenylboronic acid functionalized magnetic ferroferric oxide nanoparticles and capillary electrophoresis for efficient isolation of flavonoid compounds from leaves of Lonicera japonica Thunb. JOURNAL OF CHROMATOGRAPHY A,
1744
(465729).
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11 Citations
F2415145