[4-methoxy-2-(trifluoromethyl)phenyl]boronic acid

• ChemBase ID: 95177
• Molecular Formular: C8H8BF3O3
• Molecular Mass: 219.9535296
• Monoisotopic Mass: 220.05185918
• SMILES: B(c1c(cc(cc1)OC)C(F)(F)F)(O)O
• Canonical SMILES: COc1ccc(c(c1)C(F)(F)F)B(O)O
• InChI: InChI=1S/C8H8BF3O3/c1-15-5-2-3-7(9(13)14)6(4-5)8(10,11)12/h2-4,13-14H,1H3
• InChIKey: ZBCRZEJNAADYKG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [4-methoxy-2-(trifluoromethyl)phenyl]boronic acid
• IUPAC Traditional name: 4-methoxy-2-(trifluoromethyl)phenylboronic acid
• Synonyms: 4-Methoxy-2-(trifluoromethyl)benzeneboronic acid; 4-Methoxy-2-(trifluoromethyl)phenylboronic acid; 4-Methoxy-2-(trifluoromethyl)benzeneboronic acid; 4-Methoxy-2-(trifluoromethyl)phenylboronic acid; 4-METHOXY-2-(TRIFLUOROMETHYL)PHENYLBORONIC ACID; 4-甲氧基-2-三氟甲基苯硼酸; 4-甲氧基-2-(三氟甲基)苯基硼酸

Database IDs

• CAS Number: 313546-16-6
• MDL Number: MFCD03095346
• PubChem SID: 162081827; 24884871
• PubChem CID: 12109460

CALCULATED PROPERTIES

• Acid pKa: 8.5145235
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.2694824
• LogD (pH = 7.4): 2.2379243
• Log P: 2.2699
• Molar Refractivity: 43.0404 cm^3
• Polarizability: 17.348282 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 168-172 °C; 168-172°C; 168-172°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: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95%; 98%
• Linear Formula: (CH3O)C6H3(CF3)B(OH)2

DETAILS

Sigma Aldrich - 666912

Other Notes
May contain varying amounts of anhydride
Packaging
1, 5 g in glass bottle
Application
Reactant involved in:
• Synthesis of pyrazine derivatives as corticotropin releasing factor-1 receptor antagonists1
• C-H functionalization of quinones1
• Phenyl-purine-carbonitrile derivative synthesis as cathepsin S inhibitors2
• Synthesis of chiral bicyclooctadiene-based ligands3
• Synthesis of corticotropin-releasing factor-1 antagonists4