410705

3-Aminophenylboronic acid hydrochloride

98%

• Synonym(s): (m-Aminophenyl)boronic acid hydrochloride, 3-Aminobenzeneboronic acid hydrochloride
• Linear Formula: H₂NC₆H₄B(OH)₂ · HCl
• CAS Number: 85006-23-1
• Molecular Weight: 173.41
• EC Number: 285-052-4
• MDL number: MFCD00191748
• UNSPSC Code: 12352103
• PubChem Substance ID: 24865547
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 98%
• form: powder
• SMILES string: Cl.Nc1cccc(c1)B(O)O
• InChI: 1S/C6H8BNO2.ClH/c8-6-3-1-2-5(4-6)7(9)10;/h1-4,9-10H,8H2;1H
• InChI key: QBMHZZHJIBUPOX-UHFFFAOYSA-N

Description

General description

3-Aminophenylboronic acid hydrochloride is a boronic acid derivative that is commonly used as a reagent in Suzuki-Miyaura coupling reactions, where it can be used to form C-C bonds by the reaction with aryl or vinyl halides. It can also be used in other cross-coupling reactions, such as copper-catalyzed coupling reactions, as well as in palladium-free cross-coupling reactions.

Application

3-Aminophenylboronic acid hydrochloride was used as a key reagent used in the synthesis of the boronic acid ester starting material, which is subsequently converted to the cyclobutene precursor through a Heck coupling reaction. It is also used as a boronic acid source in the synthesis of boronate-functionalized monomers. These monomers are further used in the preparation of reproducible and high-quality polymer films.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves