CAS 1679-18-1 4-Chlorophenylboronic Acid (contains varying amounts of Anhydride)

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4-Chlorophenylboronic Acid (contains varying amounts of Anhydride)

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Catalog Number

ACM1679181-1

CAS Number

1679-18-1

Product Name

4-Chlorophenylboronic Acid (contains varying amounts of Anhydride)

Structure

Category

Liquid Crystal (LC) Building Blocks

Synonyms

4-Chlorobenzeneboronic Acid (contains varying amounts of Anhydride)

IUPAC Name

(4-chlorophenyl)boronic acid

Molecular Weight

156.37

Molecular Formula

C6H6BClO2

Canonical SMILES

B(C1=CC=C(C=C1)Cl)(O)O

InChI

InChI=1S/C6H6BClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H

InChI Key

CAYQIZIAYYNFCS-UHFFFAOYSA-N

Melting Point

286.5 °C

Appearance

White to Light yellow powder to crystal

Application

4-Chlorophenylboronic Acid (containing varying amounts of Anhydride) is a versatile chemical compound used in a variety of catalytic and coupling reactions. This white or off-white crystalline powder, which exhibits certain solubility in water and high solubility in strong polar organic solvents like dimethyl sulfoxide, serves as an important reactant in numerous processes. Its applications include palladium-catalyzed direct arylation, cyclopalladation, and tandem-type Pd(II)-catalyzed oxidative Heck reactions with intramolecular C-H amidation. Additionally, it is utilized in copper-mediated ligandless aerobic fluoroalkylation, Pd-catalyzed arylative cyclization, and ruthenium catalyzed direct arylation. The compound is effective in ligand-free copper-catalyzed coupling reactions and supports regioselective arylation and alkynylation through Suzuki-Miyaura and Sonogashira cross-coupling reactions. Moreover, it is instrumental in preparing substituted diarylmethylidenefluorenes and Baclofen lactam via Suzuki coupling reactions, and it aids in synthesizing palladium(II) thiocarboxamide complexes as Suzuki coupling catalysts. It is also involved in the formation of biaryls through Suzuki reactions of aryl chlorides, bromides, and iodides with arylboronic acids.

Complexity

102

Covalently-Bonded Unit Count

EC Number

216-845-5

Exact Mass

156.014937g/mol

Formal Charge

Hazard Statements

H315 : Causes skin irritation.H319 : Causes serious eye irritation.

Heavy Atom Count

MDL Number

MFCD00039137

Monoisotopic Mass

156.014937g/mol

NSC Number

25408

Precautionary Statements

P264 : Wash skin thoroughly after handling.P280 : Wear protective gloves/ eye protection/ face protection.P337 + P313 : If eye irritation persists: Get medical advice/ attention.P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.P332 + P313 : If skin irritation occurs: Get medical advice/ attention.P362 : Take off contaminated clothing and wash before reuse.

Rotatable Bond Count

Signal Word

Warning

MSDS

Download MSDS

COA

Download COA

Spec Sheet

Download Spec Sheet

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