(3,5-dibromophenyl)boronic acid

• ChemBase ID: 74757
• Molecular Formular: C6H5BBr2O2
• Molecular Mass: 279.7217
• Monoisotopic Mass: 277.8749338
• SMILES: Brc1cc(cc(c1)Br)B(O)O
• Canonical SMILES: OB(c1cc(Br)cc(c1)Br)O
• InChI: InChI=1S/C6H5BBr2O2/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,10-11H
• InChIKey: WQBLCGDZYFKINX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3,5-dibromophenyl)boronic acid
• IUPAC Traditional name: 3,5-dibromophenylboronic acid
• Synonyms: 3,5-Dibromobenzeneboronic acid 98%; 3,5-Dibromobenzene boronic acid; 3,5-Dibromophenylboronic acid; 3,5-DIBROMOBENZENEBORONIC ACID; 3,5-Dibromophenylboronic acid; 3,5-Dibromobenzeneboronic acid; 3,5-Dibromophenylboronic acid; 3,5-二溴苯硼酸

Database IDs

• CAS Number: 117695-55-3
• EC Number: 000-000-0
• MDL Number: MFCD01075725
• Beilstein Number: 6645285
• PubChem SID: 24873286; 162039675
• PubChem CID: 2734689

CALCULATED PROPERTIES

• Acid pKa: 8.592353
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.223051
• LogD (pH = 7.4): 3.1965127
• Log P: 3.2234
• Molar Refractivity: 45.8491 cm^3
• Polarizability: 19.477072 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.); >300°C; >300°C

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 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: 97%; 98%
• Linear Formula: Br2C6H3B(OH)2

DETAILS

Sigma Aldrich - 499501

Other Notes
Contains varying amounts of anhydride
Packaging
1, 5 g in glass bottle
Application
Reactant involved in:
• Vacuo condensation and on-surface radical addition for synthesis of phenylene-boroxine networks1
• Lithiation of dihalophenyl dioxazaborocines yielding functionalized dihalophenylboronic acids2
• Cycloboronation of tetrasubstituted butanetetraols3
• Homocoupling of arylboronic acids4
• Synthesis of borondipyrromethene hybrids5
• Studies of structure and activity of NHC and dendritic NHC iridium complexes6