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4-Chlorophenylboronic acid

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4-Chlorophenylboronic acid Basic information

Product Name:
4-Chlorophenylboronic acid
Synonyms:
  • 4-Chlorophenylboronic acid,97%
  • 4-Chlorophenylboronic acid, May contain varying amounts of anhydride, 97%
  • 4-Chlorophenylboronic acid,4-Chlorobenzeneboronic acid
  • p-chlorophenylboronic aci
  • (4-chlorophenyl)boronic acid(SALTDATA: 0.7H2O)
  • 4-Chlorophenylboronic acid, 97% 5GR
  • NSC 25408
  • BORONIC ACID, (4-CHLOROPHENYL)-;P-CHLOROBENZENEBORONIC ACID;
CAS:
1679-18-1
MF:
C6H6BClO2
MW:
156.37
EINECS:
216-845-5
Product Categories:
  • blocks
  • BoronicAcids
  • Fluorin-contained phenyl boronic acid series
  • Boronic Acid series
  • Heterocyclic Compounds
  • Boronic Acid
  • Substituted Boronic Acids
  • Boric acid
  • Boronic acids
  • Aryl
  • Organoborons
  • B (Classes of Boron Compounds)
  • organic or inorganic borate
  • Boronate Ester
  • Potassium Trifluoroborate
  • 1679-18-1
Mol File:
1679-18-1.mol
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4-Chlorophenylboronic acid Chemical Properties

Melting point:
284-289 °C(lit.)
Boiling point:
295.4±42.0 °C(Predicted)
Density 
1.32±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO
pka
8.39±0.10(Predicted)
form 
Crystalline Powder
color 
Off-white to beige
Water Solubility 
2.5 g/100 mL
BRN 
2936346
InChI
InChI=1S/C6H6BClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
InChIKey
CAYQIZIAYYNFCS-UHFFFAOYSA-N
SMILES
B(C1=CC=C(Cl)C=C1)(O)O
CAS DataBase Reference
1679-18-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
20/21/22-36/37/38
Safety Statements 
36-37/39-26
WGK Germany 
3
RTECS 
CY8950000
TSCA 
No
HazardClass 
IRRITANT
HS Code 
29319090

MSDS

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4-Chlorophenylboronic acid Usage And Synthesis

Chemical Properties

off-white to beige crystalline powder

Chemical Properties

4-Chlorophenylboronic acid is white or off-white crystalline powder. It has certain solubility in water and is soluble in strong polar organic solvents such as dimethyl sulfoxide, but insoluble in ether solvents. It has similar chemical properties to phenylboronic acid.

Uses

4-Chlorobenzeneboronic Acid is used as a catalyst for the preparation of 4-hydroxycoumarin derivatives which display antitrypanosomal and antioxidant properties. It is also used as a catalyst for the asymmetric borane reduction of electron-deficient ketones.

Uses

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.

4-Chlorophenylboronic acid Preparation Products And Raw materials

Preparation Products

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