[4-(trifluoromethoxy)phenyl]boronic acid

• ChemBase ID: 9184
• Molecular Formular: C7H6BF3O3
• Molecular Mass: 205.9269496
• Monoisotopic Mass: 206.03620911
• SMILES: c1c(ccc(c1)B(O)O)OC(F)(F)F
• Canonical SMILES: OB(c1ccc(cc1)OC(F)(F)F)O
• InChI: InChI=1S/C7H6BF3O3/c9-7(10,11)14-6-3-1-5(2-4-6)8(12)13/h1-4,12-13H
• InChIKey: HUOFUOCSQCYFPW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [4-(trifluoromethoxy)phenyl]boronic acid
• IUPAC Traditional name: 4-(trifluoromethoxy)phenylboronic acid
• Synonyms: 4-(Trifluoromethoxy)phenylboronic acid; 4-(Trifluoromethoxy)benzeneboronic acid; 4-(Trifluoromethoxy)phenylboronic acid; 4-(Trifluoromethoxy)benzeneboronic acid; 4-(Trifluoromethoxy)benzeneboronic acid; 4-(Trifluoromethoxy)phenylboronic acid; 4-Trifluoromethoxyphenylboronic acid; 4-(三氟甲氧基)苯硼酸

Database IDs

• CAS Number: 139301-27-2
• EC Number: 000-000-0
• MDL Number: MFCD01074648
• Beilstein Number: 8548201
• PubChem SID: 24873480; 160972491
• PubChem CID: 2734386

CALCULATED PROPERTIES

• Acid pKa: 8.807815
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.3220875
• LogD (pH = 7.4): 3.3057315
• Log P: 3.3223
• Molar Refractivity: 33.6738 cm^3
• Polarizability: 15.582162 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 120-127°C; 123-127 °C(lit.); ca 120-125°C

Safety Information

• Storage Warning: Irritant/Store under Argon/Keep Cold
• 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: 97%; 98%
• Linear Formula: CF3OC6H4B(OH)2

DETAILS

Sigma Aldrich - 510130

Other Notes
Contains varying amounts of anhydride
Packaging
5 g in glass bottle
Application
Reactant involved in the synthesis of biologically active molecules including:
• Lactate dehydrogenase inhibitors for use against cancer cell proliferation1
• Nitro-phenoxybenzoic acid derivatives for PAI-1 inhibition2
• PA-824 analogs for use as antituberculosis drugs3
• Modulators of survival motor neuron protein4Reactant involved in addition reactions5 and cross-coupling reactions6 including Suzuki-Miyaura cross-coupling7