417548
4-Chlorophenylboronic acid
95%
Synonym(s):
(p-Chlorophenyl)boronic acid, 4-Chlorobenzeneboronic acid, NSC 25408, p-Chlorobenzeneboronic acid
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About This Item
Linear Formula:
ClC6H4B(OH)2
CAS Number:
Molecular Weight:
156.37
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
EC Number:
216-845-5
Beilstein/REAXYS Number:
2936346
MDL number:
Product Name
4-Chlorophenylboronic acid, 95%
InChI key
CAYQIZIAYYNFCS-UHFFFAOYSA-N
InChI
1S/C6H6BClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
SMILES string
OB(O)c1ccc(Cl)cc1
assay
95%
mp
284-289 °C (lit.)
functional group
chloro
Quality Level
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Application
4-Chlorophenylboronic acid can be used as a reactant in:
It can also be used to prepare:
- 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.
It can also be used to prepare:
- Substituted diarylmethylidenefluorenes via Suzuki coupling reaction.
- Baclofen lactam by Suzuki coupling of a pyrrolinyl tosylate, followed by hydrogenation reaction.
- Palladium(II) thiocarboxamide complexes as Suzuki coupling catalysts.
- Biaryls by Suzuki reactions of aryl chlorides, bromides, and iodides with arylboronic acids.
Other Notes
Contains a varying amounts of anhydride
signalword
Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Short synthesis of 4-aryl-3-pyrrolin-2-ones
Sarah J.P.Yoon-Miller, et al.
Tetrahedron Letters, 48, 827-830 (2007)
A Double Suzuki Approach for Synthesis of Substituted Diarylmethylidenefluorenes
C. V. Ramana, et al.
Synlett, 1, 127-128 (2007)
Immobilized palladium on surface-modified Fe3O4/SiO2 nanoparticles: as a magnetically separable and stable recyclable high-performance catalyst for Suzuki and Heck cross-coupling reactions
Du, Q.; et al.
Tetrahedron, 68, 3577-3584 (2012)
Copper-Mediated Aerobic Fluoroalkylation of Arylboronic Acids with Fluoroalkyl Iodides at Room Temperature
Qi, Q.; Shen, Q.; Lu, L.
Journal of the American Chemical Society, 134, 648-6551 (2012)
Franco Furlani et al.
Carbohydrate polymers, 208, 451-456 (2019-01-20)
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