[2-(trifluoromethoxy)phenyl]boronic acid

• ChemBase ID: 9183
• Molecular Formular: C7H6BF3O3
• Molecular Mass: 205.9269496
• Monoisotopic Mass: 206.03620911
• SMILES: c1ccc(c(c1)B(O)O)OC(F)(F)F
• Canonical SMILES: OB(c1ccccc1OC(F)(F)F)O
• InChI: InChI=1S/C7H6BF3O3/c9-7(10,11)14-6-4-2-1-3-5(6)8(12)13/h1-4,12-13H
• InChIKey: AIJCNTOYZPKURP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(trifluoromethoxy)phenyl]boronic acid
• IUPAC Traditional name: 2-(trifluoromethoxy)phenylboronic acid
• Synonyms: 2-(Trifluoromethoxy)phenylboronic acid; 2-(Trifluoromethoxy)phenylboronic acid; 2-(Trifluoromethoxy)benzeneboronic acid; 2-Trifluoromethoxyphenylboronic acid; [2-(trifluoromethoxy)phenyl]boranediol; 2-(Trifluoromethoxy)benzeneboronic acid; 2-(Trifluoromethoxy)phenylboronic acid; 2-(Trifluoromethoxy)benzeneboronic acid; 2-(三氟甲氧基)苯硼酸

Database IDs

• CAS Number: 175676-65-0
• EC Number: 000-000-0
• MDL Number: MFCD01320763
• Beilstein Number: 8766167
• PubChem SID: 160972490; 24885779
• PubChem CID: 2777204

CALCULATED PROPERTIES

• Acid pKa: 8.324227
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.3216531
• LogD (pH = 7.4): 3.2736905
• Log P: 3.3223
• Molar Refractivity: 33.6738 cm^3
• Polarizability: 15.584186 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 113-120°C; 118-120°C; 118-120°C
• Flash Point: >110°C
• Hydrophobicity(logP): 2.623

Safety Information

• Storage Warning: Irritant/Store under Argon/Keep Cold; MOISTURE SENSITIVE, 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

Product Information

• Purity: 95%; 97%; 98%
• Linear Formula: F3CO(C6H4)B(OH)2

DETAILS

Sigma Aldrich - 683787

General description
May contain varying amounts of anhydride.
Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Preparation of imidazo[1,5-a]pyrido[3,2-e]pyrazines and imidazo[1,5-a]quinoxalines as orally active phosphodiesterase 10A inhibitors1
• Suzuki-Miyaura cross-coupling reactions2
• Preparation of 3-(5-arylbenzimidazol-2-yl)-1-oxa-2-azaspiro[4.5]decenes as transient receptor potential melastatin 8 antagonists3
• Preparation of biaryl pyrazole carboxamides as sodium channel blockers for treatment of neuropathic pain4
• Preparation of biaryl oxazoles, imidazoles and thiazoles via condensations as sodium channel blockers and CYP inhibitors for treatment of neuropathic pain5