(4-fluoro-3-formylphenyl)boronic acid

• ChemBase ID: 22385
• Molecular Formular: C7H6BFO3
• Molecular Mass: 167.9301432
• Monoisotopic Mass: 168.03940267
• SMILES: c1c(c(cc(c1)B(O)O)C=O)F
• Canonical SMILES: O=Cc1cc(ccc1F)B(O)O
• InChI: InChI=1S/C7H6BFO3/c9-7-2-1-6(8(11)12)3-5(7)4-10/h1-4,11-12H
• InChIKey: YABSTJQEBSKPCG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-fluoro-3-formylphenyl)boronic acid
• IUPAC Traditional name: 4-fluoro-3-formylphenylboronic acid
• Synonyms: 4-Fluoro-3-formylbenzeneboronic acid; 4-Fluoro-3-formylbenzeneboronic acid 98%; 4-Fluoro-3-formylphenylboronic acid; 5-Borono-2-fluorobenzaldehyde; 4-Fluoro-3-formylphenylboronic acid; 4-Fluoro-3-formylbenzeneboronic acid; 4-FLUORO-3-FORMYLPHENYLBORONIC ACID; 4-氟-3-醛基苯硼酸; 4-氟-3-甲酰基苯硼酸

Database IDs

• CAS Number: 374538-01-9
• EC Number: 000-000-0
• MDL Number: MFCD02093074
• Beilstein Number: 9046762
• PubChem SID: 160985692
• PubChem CID: 2778651

CALCULATED PROPERTIES

• Acid pKa: 8.685606
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4545184
• LogD (pH = 7.4): 1.4329804
• Log P: 1.4548
• Molar Refractivity: 37.4039 cm^3
• Polarizability: 15.177012 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 132-134°C; 215-220 °C; 215-220°C; ca 240°C

Safety Information

• Storage Warning: Air Sensitive; IRRITANT, AIR SENSITIVE; Irritant/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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95%; 97%; 98%; 98+%
• Empirical Formula (Hill Notation): C7H6BFO3

DETAILS

Sigma Aldrich - 683825

Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Preparation of arylmethylpyrrolidinylmethanols and amine derivatives via reaction with MIDA, followed by Suzuki reaction with halides or amination with amines1
• Preparation of N-(biarylsulfonyl) a-amino acids as MMP-12 inhibitors using a genetic algorithm2
• Preparation of para-substituted formylarylboronic esters for regioselective Suzuki-Miyaura cross-coupling with bromobenzene3