(2,5-dichlorophenyl)boronic acid

• ChemBase ID: 32600
• Molecular Formular: C6H5BCl2O2
• Molecular Mass: 190.8197
• Monoisotopic Mass: 189.97596516
• SMILES: c1(c(ccc(c1)Cl)Cl)B(O)O
• Canonical SMILES: Clc1ccc(c(c1)B(O)O)Cl
• InChI: InChI=1S/C6H5BCl2O2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,10-11H
• InChIKey: NNTFPBXQPOQRBT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2,5-dichlorophenyl)boronic acid
• IUPAC Traditional name: 2,5-dichlorophenylboronic acid
• Synonyms: 2,5-Dichlorobenzeneboronic acid; 2,5-Dichlorophenylboronic acid; 2,5-Dichlorophenylboronic acid; 2,5-Dichlorobenzeneboronic acid; 2,5-Dichlorobenzeneboronic acid; 2,5-Dichlorophenylboronic acid; 2,5-二氯苯硼酸

Database IDs

• CAS Number: 135145-90-3
• MDL Number: MFCD01863182
• Beilstein Number: 4801290
• PubChem SID: 160995907; 24873621
• PubChem CID: 2773371

CALCULATED PROPERTIES

• Acid pKa: 8.305781
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.6751251
• LogD (pH = 7.4): 2.6251986
• Log P: 2.6758
• Molar Refractivity: 40.2131 cm^3
• Polarizability: 17.349901 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 150 °C(lit.); 210-215°C; ca 210-216°C; ca 210-216°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 - 512311

Other Notes
Contains varying amounts of anhydride
Packaging
5 g in glass bottle
Application
Reactant for:
• Regioselective iodination using silver salts1
• Pd-catalyzed Suzuki-Miyaura coupling2
• Rhodium(I)-catalyzed carbonylative cyclization of alkynes3
• Copper catalyzed coupling reactions4