(2-fluoro-5-methoxyphenyl)boronic acid

• ChemBase ID: 68451
• Molecular Formular: C7H8BFO3
• Molecular Mass: 169.9460232
• Monoisotopic Mass: 170.05505274
• SMILES: c1(c(ccc(c1)OC)F)B(O)O
• Canonical SMILES: COc1ccc(c(c1)B(O)O)F
• InChI: InChI=1S/C7H8BFO3/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4,10-11H,1H3
• InChIKey: IPTZOWYBCLEBOE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-fluoro-5-methoxyphenyl)boronic acid
• IUPAC Traditional name: 2-fluoro-5-methoxyphenylboronic acid
• Synonyms: 2-Fluoro-5-methoxyphenylboronic acid; 2-Fluoro-5-methoxyphenylboronic acid; 3-Borono-4-fluoroanisole; 2-Fluoro-5-methoxybenzeneboronic acid; 2-氟-5-甲氧基苯硼酸

Database IDs

• CAS Number: 406482-19-7
• MDL Number: MFCD04974115
• PubChem SID: 162034182; 24881669
• PubChem CID: 4157211

CALCULATED PROPERTIES

• Acid pKa: 8.092612
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.5254978
• LogD (pH = 7.4): 1.4467199
• Log P: 1.5266
• Molar Refractivity: 37.2831 cm^3
• Polarizability: 15.784711 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 194-196 °C(lit.); 194-196°C

Safety Information

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

Product Information

• Purity: ≥95%; 95+%; 98%
• Linear Formula: FC6H3(OCH3)B(OH)2

DETAILS

Sigma Aldrich - 597112

Other Notes
Contains varying amounts of anhydride
Packaging
5 g in glass bottle
Application
Reactant involved in:
• Friedel-Crafts alkylation of hydronaphthalenes1
• Suzuki-Miyaura cross-coupling reactions2,3
• Synthesis of 9,10-diarylanthracenes for use as molecular switches4
• Cross-coupling with carbazolyl or aryl halides5