4-Chlorophenylboronic acid

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;Boronic Acid series;Fluorin-contained phenyl boronic acid series;Heterocyclic Compounds;Boronic Acid;Aryl;Organoborons;Boric acid;Boronic acids;Substituted Boronic Acids;B (Classes of Boron Compounds);organic or inorganic borate;Boronate Ester;Potassium Trifluoroborate;1679-18-1
Mol File:1679-18-1.mol
4-Chlorophenylboronic acid Structure
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
pka8.39±0.10(Predicted)
form Crystalline Powder
color Off-white to beige
Water Solubility 2.5 g/100 mL
BRN 2936346
InChIInChI=1S/C6H6BClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
InChIKeyCAYQIZIAYYNFCS-UHFFFAOYSA-N
SMILESB(C1=CC=C(Cl)C=C1)(O)O
CAS DataBase Reference1679-18-1(CAS DataBase Reference)
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 Information
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4-Chlorophenylboronic acid English
SigmaAldrich English
ACROS English
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4-Chlorophenylboronic acid Usage And Synthesis
Chemical Propertiesoff-white to beige crystalline powder
Chemical Properties4-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.
Uses4-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.
Uses4-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-CHLORO-2-METHYLPHENYLBORONIC ACID 2-CHLOROPHENYLBORONIC ACID, PINACOL ESTER 4-CHLORO-2,6-DIFLUOROPHENYLBORONIC ACID PARA NITRO CHLOROBENZENE (PNCB) (3-AMINO-4-CHLOROPHENYL)BORONIC ACID HYDROCHLORIDE 4-CHLORO-M-TOLUENEBORONIC ACID 4-Chloro-2-methoxyphenylboronic acid AKOS BRN-1020 3-CARBOXY-4-CHLOROPHENYLBORONIC ACID 4-Chloro-3-nitrophenylboronic acid p-Dichlorobenzene 2,4,6-Trichlorophenylboronic acid 4-CARBOXY-2-CHLOROPHENYLBORONIC ACID (4-CHLOROCARBONYLPHENYL)BORONIC ANHYDRIDE (3,4,5-Trichlorophenyl)boronic acid 2,3,4-Trichlorophenylboronic acid (4-CHLORO-2-ETHOXYPHENYL)BORONIC ACID o-chlorophenylboric acid

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