CAS 63503-60-6 3-Chlorophenylboronic acid - Materials / Alfa Chemistry

NAVIGATION

3-Chlorophenylboronic acid

PRICE INQUIRY

Catalog Number

ACM63503606-2

CAS Number

63503-60-6

Product Name

3-Chlorophenylboronic acid

Structure

Category

Salt; Organic Light-Emitting Diode (OLED) Materials

Synonyms

B-(3-chlorophenyl)-boronic acid

IUPAC Name

(3-chlorophenyl)boronic acid

Molecular Weight

156.37

Molecular Formula

C6H6BClO2

Canonical SMILES

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

InChI

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

InChI Key

SDEAGACSNFSZCU-UHFFFAOYSA-N

Boiling Point

311.4±44.0 °C

Melting Point

185-189 °C (lit.)

Purity

99.5%+

Density

1.32±0.1 g/ml

Application

3-Chlorophenylboronic acid is a versatile compound generally presented as a white to light yellow-green crystalline powder. It serves multiple purposes in synthetic chemistry, particularly as a reactant in various types of chemical reactions. It is commonly utilized in 1,4-conjugate addition reactions with ethenesulfonamides to produce arylethanesulfonamides, as well as in Suzuki-Miyaura cross-coupling reactions with dibromotrifluoromethylbenzene. Additionally, it plays a crucial role in cross-coupling reactions with diazoesters or potassium cyanate and in the synthesis of complex organic compounds such as biarylketones and phthalides. This compound is also leveraged in drug synthesis, including developing inhibitors like PDE4 inhibitors. For dissolution, 3-Chlorophenylboronic acid is compatible with organic solvents such as N,N-dimethylformamide, ethyl acetate, and dichloromethane, and it is especially soluble in low-polarity and non-polar organic solvents, though it exhibits poor solubility in water.

Complexity

110

Covalently-Bonded Unit Count

Exact Mass

156.014937g/mol

Formal Charge

Hazard Statements

Xn,Xi

Heavy Atom Count

Monoisotopic Mass

156.014937g/mol

Rotatable Bond Count