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
Canonical 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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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