(2-chloropyridin-4-yl)boronic acid

• ChemBase ID: 12394
• Molecular Formular: C5H5BClNO2
• Molecular Mass: 157.3627
• Monoisotopic Mass: 157.01018649
• SMILES: c1cnc(cc1B(O)O)Cl
• Canonical SMILES: Clc1nccc(c1)B(O)O
• InChI: InChI=1S/C5H5BClNO2/c7-5-3-4(6(9)10)1-2-8-5/h1-3,9-10H
• InChIKey: WJYRVVDXJMJLTN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-chloropyridin-4-yl)boronic acid
• IUPAC Traditional name: 2-chloropyridin-4-ylboronic acid
• Synonyms: 2-Chloropyridine-4-boronic acid; 2-Chloropyridine-4-boronic acid; 2-Chloro-4-pyridineboronic acid; 2-Chloropyridine-4-boronic acid; 2-Chloro-4-pyridinylboronic acid; 2-氯吡啶-4-硼酸; 2-氯吡啶-4-硼酸; 2-氯-4-吡啶硼酸

Database IDs

• CAS Number: 458532-96-2
• MDL Number: MFCD03788416
• PubChem SID: 24884802; 160975701
• PubChem CID: 5151595

CALCULATED PROPERTIES

• Acid pKa: 8.465699
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.2161328
• LogD (pH = 7.4): 1.1809719
• Log P: 1.2166
• Molar Refractivity: 34.3127 cm^3
• Polarizability: 14.621967 Å^3
• Polar Surface Area: 53.35 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 142-148°C; 155-163 °C; 160-164°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 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: ≥95.0%; 95%; 96%; 97%; 98%
• Linear Formula: Cl(C5H3N)B(OH)2

DETAILS

Sigma Aldrich - 666513

Application
Substrate in a peroxide mediated hydroxydeboronation providing good yields of halohydroxypyridines.1
General description
May contain varying amounts of anhydride
Packaging
1, 5 g in glass bottle