4-Chlorophenylboronic acid
4-Chlorophenylboronic acid (CAS: 1679-18-1), with the chemical formula ClC6H4B(OH)2 and a molecular weight of 156.37 g/mol, is a key aryl boronic acid derivative. It functions as a valuable reagent in organic synthesis, particularly in palladium-catalyzed cross-coupling reactions and various arylation methodologies. Its utility extends to the preparation of complex organic molecules and catalysts.
- IUPAC
- (p-Chlorophenyl)boronic acid,4-Chlorobenzeneboronic acid,NSC 25408,p-Chlorobenzeneboronic acid
- Synonyms
- (p-Chlorophenyl)boronic acid4-Chlorobenzeneboronic acidp-Chlorobenzeneboronic acid
Palladium-Catalyzed Direct Arylation
4-Chlorophenylboronic acid is employed as a reagent in palladium-catalyzed direct arylation reactions, facilitating the formation of carbon-carbon bonds.
Cyclopalladation and Heck Reactions
This compound participates in cyclopalladation processes and tandem-type Pd(II)-catalyzed oxidative Heck reactions combined with intramolecular C-H amidation.
Copper-Mediated Fluoroalkylation
It serves as a reagent in copper-mediated, ligandless aerobic fluoroalkylation, enabling the introduction of fluorine-containing groups.
Suzuki-Miyaura Cross-Coupling
4-Chlorophenylboronic acid is instrumental in regioselective arylation and alkynylation via Suzuki-Miyaura cross-coupling reactions, and in the preparation of catalysts for this reaction.
Preparation of Catalysts
Used in the synthesis of palladium(II) thiocarboxamide complexes and other catalysts designed for Suzuki coupling reactions.
| Molecular weight | 156.37 |
|---|---|
| Linear formula | ClC6H4B(OH)2 |
| Assay | 95% |
| Application | Reagent used for• Palladium-catalyzed direct arylation1• Cyclopalladation2 • Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation3 • Copper-mediated ligandless aerobic fluoroalkylation4 • Pd-catalyzed arylative cyclization5 • Ruthenium catalyzed direct arylation6 • Ligand-free copper-catalyzed coupling reactions7 • Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions8 Reagent used in Preparation of • Catalysts for Suzuki-Miyaura cross-coupling2• Palladium(II) thiocarboxamide complexes as Suzuki coupling catalysts9 • Biaryls by Suzuki reactions of aryl chlorides, bromides, and iodides with arylboronic acids10 |
| Melting point | 284-289 °C(lit.) |
Hazard statements
- H302Harmful if swallowed
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 20/21/22 |
| Safety statements (S) | 36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 4-Chlorophenylboronic acid used for?
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4-Chlorophenylboronic acid is primarily used as a reagent in various organic synthesis applications, including palladium-catalyzed direct arylation, cyclopalladation, Heck reactions, copper-mediated fluoroalkylation, and Suzuki-Miyaura cross-coupling reactions. It is also used in the preparation of catalysts.
What are the CAS number and chemical formula for 4-Chlorophenylboronic acid?
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The CAS number for 4-Chlorophenylboronic acid is 1679-18-1, and its linear formula is ClC6H4B(OH)2.
What grade and purity does Tech Serve Solutions supply for 4-Chlorophenylboronic acid?
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Tech Serve Solutions supplies 4-Chlorophenylboronic acid with an assay of 95%. We do not represent this product as USP, BP, or EP grade.
How should 4-Chlorophenylboronic acid be handled safely?
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4-Chlorophenylboronic acid is classified as harmful if swallowed, in contact with skin, or if inhaled (H302 + H312 + H332). Appropriate personal protective equipment, including a dust mask type N95 (US), eyeshields, and gloves, should be used during handling. Ensure adequate ventilation and avoid dust formation.
Is 4-Chlorophenylboronic acid available for export?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including 4-Chlorophenylboronic acid. We can ship to numerous international destinations.
How can I request a sample or quote for 4-Chlorophenylboronic acid?
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To request a sample or obtain a quote for 4-Chlorophenylboronic acid, please use the contact form on our website or contact our sales department directly with your requirements.
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