[2-(4-fluorophenyl)ethenyl]boronic acid

• ChemBase ID: 63912
• Molecular Formular: C8H8BFO2
• Molecular Mass: 165.9573232
• Monoisotopic Mass: 166.06013812
• SMILES: B(/C=C/c1ccc(F)cc1)(O)O
• Canonical SMILES: OB(/C=C/c1ccc(cc1)F)O
• InChI: InChI=1S/C8H8BFO2/c10-8-3-1-7(2-4-8)5-6-9(11)12/h1-6,11-12H/b6-5+
• InChIKey: GBNJRIQSFJFDII-AATRIKPKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(4-fluorophenyl)ethenyl]boronic acid; [(E)-2-(4-fluorophenyl)ethenyl]boronic acid
• IUPAC Traditional name: 2-(4-fluorophenyl)ethenylboronic acid; (E)-2-(4-fluorophenyl)ethenylboronic acid
• Synonyms: (4-Fluorostyryl)boronic acid; trans-2-(4-Fluorophenyl)vinylboronic acid; trans-2-(4-Fluorophenyl)vinylboronic acid; 反式-2-(4-氟苯基)乙烯基硼酸

Database IDs

• CAS Number: 214907-24-1
• MDL Number: MFCD02093725
• PubChem SID: 162029651; 24874056
• PubChem CID: 5706776

CALCULATED PROPERTIES

• Acid pKa: 9.820718
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.5146794
• LogD (pH = 7.4): 2.5130637
• Log P: 2.5147
• Molar Refractivity: 40.5964 cm^3
• Polarizability: 16.72817 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 182-186 °C(lit.)

Safety Information

• Storage Warning: IRRITANT; Irritant
• 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%; 98%
• Linear Formula: FC6H4CH=CHB(OH)2

DETAILS

Sigma Aldrich - 518972

Other Notes
Contains varying amounts of anhydride
Packaging
1, 10 g in glass bottle
Application
Reactant for:
• Suzuki-Miyaura coupling reactions1
• Preparation of biologically and pharmacologically active molecules2,3
• Conjugate addition reactions4