(2,3,5-trifluorophenyl)boronic acid

• ChemBase ID: 94253
• Molecular Formular: C6H4BF3O2
• Molecular Mass: 175.9009696
• Monoisotopic Mass: 176.02564443
• SMILES: B(c1c(c(cc(c1)F)F)F)(O)O
• Canonical SMILES: Fc1cc(F)c(c(c1)B(O)O)F
• InChI: InChI=1S/C6H4BF3O2/c8-3-1-4(7(11)12)6(10)5(9)2-3/h1-2,11-12H
• InChIKey: IRMUMGKQAXLGHK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 247564-71-2; 247564-73-4
• MDL Number: MFCD01863166
• PubChem SID: 162080908; 24874436
• PubChem CID: 4078843

CALCULATED PROPERTIES

• Acid pKa: 7.8932314
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.056557
• LogD (pH = 7.4): 1.9378111
• Log P: 2.0583
• Molar Refractivity: 31.2527 cm^3
• Polarizability: 12.926348 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 221 °C (dec.)(lit.); 221(dec.)°C

Safety Information

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

Product Information

• Purity: ≥95%; 98%
• Linear Formula: F3C6H2B(OH)2

DETAILS

Sigma Aldrich - 524697

Other Notes
Contains varying amounts of anhydride
Packaging
5 g in glass bottle
Application
Reactant involved in the synthesis of biologically active compounds:
• Pyrazole-acids to be used as agonists of human orphan GPCR GPR109a1
• Bicyclic pyrazole carboxylic acid derivatives as a niacin receptor agonist2
• 5-Alkyl and 5-aryl-pyrazole-tetrazoles as agonists of human orphan GPCR GPR109a3