4-AMINOPHENYLBORONIC ACID HYDROCHLORIDE, CAS No. 80460-73-7

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80460-73-7

Catalog No. EBD1616132

CAS 80460-73-7

Name 4-AMINOPHENYLBORONIC ACID HYDROCHLORIDE

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Basic Information

Synonyms: 4-AMINOPHENYLBORONICACIDHYDROCHLORIDE (4-Aminophenyl)boronicacid,hydrochloride (4-Aminophenyl)boronicacidhydrochloride 4-AminobenzeneboronicAcidHydrochloride 4-aminobenzeneboronicacid,hcl 4-aminophenylboronicacidhcl 4-aminophenylboronicacidchl 4-aminophenylboronicacidhclsalt 4-boronoanilinehydrochloride boronicacid,(4-aminophenyl)-,hydrochloride(9ci)

Molecular Formula: C6H9BClNO2

Molecular Weight: 173.41

MDL Number: MFCD03001333

Categories: Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks

Product Description:

4-Aminophenylboronic acid hydrochloride is an organoboron compound where the boronic acid group is attached to a para-aminophenyl ring, stabilized as its hydrochloride salt. This salt form enhances its stability and handling properties compared to the free base. The compound serves as a versatile building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, where the boronic acid moiety facilitates the formation of new carbon-carbon bonds. Its primary application is in the pharmaceutical industry as a key intermediate for synthesizing various active pharmaceutical ingredients (APIs) and drug candidates. The aromatic amine functionality allows for further derivatization, making it valuable for constructing complex molecules, including potential kinase inhibitors and other biologically active compounds. As a bifunctional reagent, it finds utility in materials science for creating functionalized polymers and in the development of sensors due to the boronic acid group's ability to bind diols. Standard safety precautions for handling boronic acids and aromatic amines should be observed.

Physical Properties

Melting Point: 195-200 °C

Boiling Point: 355 °C at 760 mmHg

Flash Point: 168.5 °C