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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:
1679-18-1
Molecular Weight:
156.37
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
24866159
EC Number:
216-845-5
Beilstein/REAXYS Number:
2936346
MDL number:
MFCD00039137
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Quality Segment

100

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

Application

4-Chlorophenylboronic acid can be used as a reactant in:
  • 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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

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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