(2,3-dichlorophenyl)boronic acid

• ChemBase ID: 12403
• Molecular Formular: C6H5BCl2O2
• Molecular Mass: 190.8197
• Monoisotopic Mass: 189.97596516
• SMILES: c1cc(c(c(c1)B(O)O)Cl)Cl
• Canonical SMILES: OB(c1cccc(c1Cl)Cl)O
• InChI: InChI=1S/C6H5BCl2O2/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,10-11H
• InChIKey: TYIKXPOMOYDGCS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2,3-dichlorophenyl)boronic acid
• IUPAC Traditional name: 2,3-dichlorophenylboronic acid
• Synonyms: (2,3-Dichlorophenyl)dihydroxyborane; 2,3-Dichlorobenzeneboronic acid; 2,3-Dichlorophenylboronic acid; 2,3-Dichlorophenylboronic acid; 2,3-Dichlorobenzeneboronic acid; 2,3-Dichlorophenylboronic acid; 2,3-Dichlorobenzeneboronic acid; 2,3-二氯苯硼酸

Database IDs

• CAS Number: 151169-74-3
• EC Number: 000-000-0
• MDL Number: MFCD01075703
• PubChem SID: 24873736; 160975710
• PubChem CID: 2734661

CALCULATED PROPERTIES

• Acid pKa: 8.329852
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.6751614
• LogD (pH = 7.4): 2.6277826
• Log P: 2.6758
• Molar Refractivity: 40.2131 cm^3
• Polarizability: 17.380426 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 124-126°C; 125 °C (dec.)(lit.); 233-242°C; 242-244°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Linear Formula: Cl2C6H3B(OH)2

DETAILS

Sigma Aldrich - 514047

Other Notes
Contains varying amounts of anhydride
Packaging
5, 25 g in glass bottle
Application
Reactant for:
• Suzuki-Miyaura coupling reactions1,2,3
• Preparation of biologically and pharmacologically active molecules4