(quinolin-3-yl)boronic acid

• ChemBase ID: 10048
• Molecular Formular: C9H8BNO2
• Molecular Mass: 172.97632
• Monoisotopic Mass: 173.0648089
• SMILES: n1cc(cc2ccccc12)B(O)O
• Canonical SMILES: OB(c1cnc2c(c1)cccc2)O
• InChI: InChI=1S/C9H8BNO2/c12-10(13)8-5-7-3-1-2-4-9(7)11-6-8/h1-6,12-13H
• InChIKey: YGDICLRMNDWZAK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (quinolin-3-yl)boronic acid
• IUPAC Traditional name: quinolin-3-ylboronic acid
• Synonyms: 3-Boronoquinoline; Quinoline-3-boronic acid; Quinoline-3-boronic acid; 3-Quinolineboronic acid; 3-Quinolineboronic acid; (3-Quinolinyl)boronic acid; (3-Quinolyl)boronic acid; Quinolin-3-ylboronic acid; quinolin-3-ylboronic acid; 喹啉-3-硼酸; 3-喹啉硼酸

Database IDs

• CAS Number: 191162-39-7
• EC Number: 000-000-0
• MDL Number: MFCD02183527
• Beilstein Number: 8764547
• PubChem SID: 160973355
• PubChem CID: 2734663

CALCULATED PROPERTIES

• Acid pKa: 8.455499
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.725628
• LogD (pH = 7.4): 1.69271
• Log P: 1.7292
• Molar Refractivity: 44.5248 cm^3
• Polarizability: 20.18036 Å^3
• Polar Surface Area: 53.35 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300°C; 175-183°C; 191-196 °C
• Hydrophobicity(logP): 1.482

Safety Information

• Storage Warning: IRRITANT, KEEP COLD; Irritant/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36-37; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 97%; 98%
• Grade: technical grade
• Empirical Formula (Hill Notation): C9H8BNO2

DETAILS

Sigma Aldrich - 709522

General description
May contain varying amounts of anhydride
Packaging
1 g in glass bottle
Application
Reactant for:
• Preparation of P1-substituted symmetry-based human immunodeficiency virus protease inhibitors with antiviral activity against drug-resistant viruses1
• Preparation of heterobiaryls via Suzuki-Miyaura cross-coupling with heteroaryl halides in continuous flow2
• Preparation of Ph and heterocyclic(pyridinyl)pyrazolyl)pyridines as TGF-1 and activin A signalling inhibitors3
• Copper-mediated trifluoromethylation4
• Synthesis and bioactivity of combretastatin analogs via regioselective Suzuki coupling of dihaloheteroaromatic compounds5
• Suzuki-Miyaura cross-coupling reactions6

Sigma Aldrich - 691909

Application
May contain varying amounts of anhydride.
Reactant for:
• Preparation of P1-substituted symmetry-based human immunodeficiency virus protease inhibitors with antiviral activity against drug-resistant viruses1
• Preparation of heterobiaryls via Suzuki-Miyaura cross-coupling with heteroaryl halides in continuous flow2
• Preparation of Ph and heterocyclic(pyridinyl)pyrazolyl)pyridines as TGF-1 and activin A signalling inhibitors3
• Copper-mediated trifluoromethylation4
• Synthesis and bioactivity of combretastatin analogs via regioselective Suzuki coupling of dihaloheteroaromatic compounds5
• Suzuki-Miyaura cross-coupling reactions6
Packaging
1, 5 g in glass bottle