(3-aminophenyl)boronic acid hydrate

• ChemBase ID: 32771
• Molecular Formular: C6H10BNO3
• Molecular Mass: 154.9595
• Monoisotopic Mass: 155.07537359
• SMILES: B(c1cc(N)ccc1)(O)O.O
• Canonical SMILES: Nc1cccc(c1)B(O)O.O
• InChI: InChI=1S/C6H8BNO2.H2O/c8-6-3-1-2-5(4-6)7(9)10;/h1-4,9-10H,8H2;1H2
• InChIKey: XAEOVQODHLLNKX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-aminophenyl)boronic acid hydrate
• IUPAC Traditional name: M-aminophenylboronic acid hydrate
• Synonyms: B-(3-Aminophenyl)boronic Acid Hydrate; (3-Aminophenyl)boronic Acid Hydrate; 3-Boronoaniline monohydrate; 3-Aminobenzeneboronic acid monohydrate 99%; 3-Aminophenylboronic acid monohydrate; 3-Aminobenzeneboronic acid; 3-Aminophenylboronic acid monohydrate; 间氨基苯硼酸; 3-氨基苯硼酸 一水合物

Database IDs

• CAS Number: 206658-89-1
• MDL Number: MFCD00149554
• Beilstein Number: 2936342
• PubChem SID: 160996078; 24857277
• PubChem CID: 14389423

CALCULATED PROPERTIES

• Acid pKa: 8.787966
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.85456467
• LogD (pH = 7.4): 0.8392484
• Log P: 0.8566
• Molar Refractivity: 35.3039 cm^3
• Polarizability: 14.672286 Å^3
• Polar Surface Area: 66.48 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 93-96 °C(lit.); 93-96°C; 94-96°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Storage Warning: IRRITANT, HYGROSCOPIC; Irritant/Hygroscopic/Light Sensitive/Keep Cold/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98%
• Linear Formula: H2NC6H4B(OH)2 · H2O

DETAILS

Sigma Aldrich - 287512

Packaging
1, 5 g in glass bottle
Application
Reagent used for
• Suzuki-Miyaura cross-coupling1 Reagent used for Preparation of
• Gram-positive antivirulence drugs and inhibitors of Streptococcus agalactiae Stk12
• Regioisomer of Zaleplon (a sedative)1
• Amphiphilic random glycopolymer, which self-assemble to form nanoparticles, with potential as a glucose-sensitive matrix3
• Chemomechanical polymer that expands and contracts in blood plasma with high glucose selectivity4

Toronto Research Chemicals - A622530

3-Aminophenylboronic Acid is a amino substituted aryl boronic acid used as a base for developing amphiphilic, random glycopolymers, which self-assemble to form nanoparticles (NPs) with potential as a glucose-sensitive agent. 3-Aminophenylboronic Acid is a

REFERENCES

• Jin, X. et al.: Biomacromolecules, 10, 1337 (2009)
• Samoei, G.K. et al.: Angew. Chem. Int. Ed., 45, 5319 (2009)
• Radl, S. et al.: Heterocycles, 80, 1359 (2009)