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
Beilstein:
2936346
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
95%
mp
284-289 °C (lit.)
functional group
chloro
SMILES string
OB(O)c1ccc(Cl)cc1
InChI
1S/C6H6BClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
InChI key
CAYQIZIAYYNFCS-UHFFFAOYSA-N
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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.[1]
- Cyclopalladation.[2]
- Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation.[3]
- Copper-mediated ligandless aerobic fluoroalkylation.[4]
- Pd-catalyzed arylative cyclization.[5]
- Ruthenium catalyzed direct arylation.[6]
- Ligand-free copper-catalyzed coupling reactions.[7]
- Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions.[8]
It can also be used to prepare:
- Substituted diarylmethylidenefluorenes via Suzuki coupling reaction.[9]
- Baclofen lactam by Suzuki coupling of a pyrrolinyl tosylate, followed by hydrogenation reaction.[10]
- Palladium(II) thiocarboxamide complexes as Suzuki coupling catalysts.[11]
- Biaryls by Suzuki reactions of aryl chlorides, bromides, and iodides with arylboronic acids.[12]
Other Notes
Contains a varying amounts of anhydride
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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