4-Chlorobenzeneboronic Acid
Product Information
Molecular Formula
C6H6ClO2B
Molecular Weight
156.37
Description
Reagent used for: Palladium-catalyzed direct arylation; Cyclopalladation ; Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation ; Copper-mediated ligandless aerobic fluoroalkylation ; Pd-catalyzed arylative cyclization ; Ruthenium catalyzed direct arylation ; Ligand-free copper-catalyzed coupling reactions ; Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions Reagent used in Preparation of ; Catalysts for Suzuki-Miyaura cross-coupling; Palladium(II) thiocarboxamide complexes as Suzuki coupling catalysts ; Biaryls by Suzuki reactions of aryl chlorides, bromides, and iodides with arylboronic acids.
Synonyms
(4-chlorophenyl)boronic acid; (4-chlorophenyl)boronic acid
IUPAC Name
(4-chlorophenyl)boronic acid
SMILES
B(C1=CC=C(C=C1)Cl)(O)O
InChI
InChI=1S/C6H6BClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
InChI Key
CAYQIZIAYYNFCS-UHFFFAOYSA-N
Boiling Point
295.4 °C
Melting Point
284-289 °C (lit.)
Purity
95 %
Density
1.32 g/cm3
LogP
0.01980
Safety Information
Hazards
H302
Precautionary Statement
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Exact Mass
156.0149373 g/mol
Monoisotopic Mass
156.0149373 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
102
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114031475-A | Bromine simple substance-promoted extremely-low-dose palladium-catalyzed water-phase Suzuki coupling reaction method | 2021-12-24 |
| CN-114133462-A | Heavy metal treatment agent for petroleum-polluted soil and preparation method thereof | 2021-12-16 |
| CN-114016060-A | Synthetic method of phenolic compound | 2021-11-23 |
| CN-114149298-A | Method for preparing biaryl compound from arylboronic acid by using hydrazone catalyst | 2021-11-22 |
| KR-102352823-B1 | Novel heterocyclic compound and organic light emitting device comprising the same | 2021-11-17 |
| CN-113929635-A | 1, 6-diphenyl-1H-benzo [ d ] [1,2,3] triazole compound and preparation method and application thereof | 2021-11-09 |
| CN-113788846-A | Tricyclic thiazolo [5,4-d ] pyrimidone derivative and application thereof | 2021-10-27 |
| CN-113956233-A | Amide compound or pharmaceutically acceptable salt thereof, and preparation method and application thereof | 2021-10-22 |
| CN-113769776-A | Preparation method and application of USY molecular sieve supported reduction metal copper catalyst | 2021-09-28 |
| CN-113801026-A | Nitrogen-containing compound, and electronic component and electronic device comprising same | 2021-09-27 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22133474 | 2012-01-24 | Boronic acid library for selective, reversible near-infrared fluorescence quenching of surfactant suspended single-walled carbon nanotubes in response to glucose | ACS nano |
| 21936546 | 2011-11-04 | Synthesis of functionalized cinnamaldehyde derivatives by an oxidative Heck reaction and their use as starting materials for preparation of Mycobacterium tuberculosis 1-deoxy-D-xylulose-5-phosphate reductoisomerase inhibitors | The Journal of organic chemistry |
| 20710065 | 2010-08-11 | Phenylboronic-acid-based carbohydrate binders as antiviral therapeutics: monophenylboronic acids | Antiviral chemistry & chemotherapy |
| 20594849 | 2010-08-01 | Aryl boronic acid inhibition of synthetic melanin polymerization | Bioorganic & medicinal chemistry letters |
| 15281775 | 2004-08-05 | Dabco as an inexpensive and highly efficient ligand for palladium-catalyzed Suzuki-Miyaura cross-coupling reaction | Organic letters |
