(3-Aminophenyl)boronic acid hydrochloride, CAS No. 85006-23-1

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85006-23-1

Catalog No. EBD29229

CAS 85006-23-1

Name (3-Aminophenyl)boronic acid hydrochloride

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Basic Information

Synonyms: (m-Aminophenyl)metaboricacidhydrochloride (m-Aminophenyl)metaboricacidHCl 3-Aminophenylboronicacidhydrochloride timtec-bbsbb003816 3-aminophenylboronicacid,hcl 3-aminobenzeneboronicacidhcl 3-aminobenzeneboronicacidhydrochloride m-aminophenylboronicacidhydrochloride 3-aminophenylboronidacidhcl (3-Aminophenyl)boronicacidhydrochloride

Molecular Formula: C6H9BClNO2

Molecular Weight: 173.41

MDL Number: MFCD00191748

Categories: Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

(3-Aminophenyl)boronic acid hydrochloride is an organoboron compound featuring both a primary aromatic amine group and a boronic acid functional group, with the amine group present as its hydrochloride salt. This bifunctional structure makes it a versatile building block in synthetic chemistry. Its primary application is as a key intermediate in Suzuki-Miyaura cross-coupling reactions, a widely used method for forming carbon-carbon bonds. The boronic acid moiety acts as the coupling partner, while the aromatic amine group provides a handle for further functionalization or serves as a directing group in subsequent transformations. It is commonly employed in the synthesis of various biaryl structures, which are core scaffolds in pharmaceuticals, agrochemicals, and materials science. The hydrochloride salt form enhances the compound's stability and handling characteristics compared to the free base. As a commercially available and reactive synthon, it is a staple reagent in research and development laboratories for constructing complex organic molecules.

Physical Properties

Boiling Point: 376 °C at 760 mmHg

Flash Point: 181.2 °C