(2,3,6-trifluorophenyl)boronic acid

• ChemBase ID: 32580
• Molecular Formular: C6H4BF3O2
• Molecular Mass: 175.9009696
• Monoisotopic Mass: 176.02564443
• SMILES: c1cc(c(c(c1F)B(O)O)F)F
• Canonical SMILES: Fc1ccc(c(c1F)B(O)O)F
• InChI: InChI=1S/C6H4BF3O2/c8-3-1-2-4(9)6(10)5(3)7(11)12/h1-2,11-12H
• InChIKey: IWPDDRPLEKURGG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2,3,6-trifluorophenyl)boronic acid
• IUPAC Traditional name: 2,3,6-trifluorophenylboronic acid
• Synonyms: 2,3,6-Trifluorophenylboronic acid; 2,3,6-Trifluorophenylboronic acid; 2,3,5-Trifluorophenylboronic acid; 2,3,6-Trifluorobenzeneboronic acid; 2,3,6-三氟苯硼酸

Database IDs

• CAS Number: 247564-71-2; 247564-73-4
• MDL Number: MFCD01863167
• PubChem SID: 24874389; 160995887
• PubChem CID: 4160615

CALCULATED PROPERTIES

• Acid pKa: 7.5370984
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.0543523
• LogD (pH = 7.4): 1.8207537
• Log P: 2.0583
• Molar Refractivity: 31.2527 cm^3
• Polarizability: 12.928086 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 127-132 °C; 127-132 °C(lit.); 127-132°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Linear Formula: C6H2F3B(OH)2

DETAILS

Sigma Aldrich - 524093

General description
Contains varying amounts of anhydride.
Packaging
5 g in glass bottle
Application
Reactant for:
• Synthesis of C-6 hydroxy tricyclic sulfone as a γ-secretase inhibitor via Suzuki coupling reaction1
• Palladium catalyzed Suzuki-Miyaura coupling reactions2,3