(3-fluoro-4-formylphenyl)boronic acid

• ChemBase ID: 32801
• Molecular Formular: C7H6BFO3
• Molecular Mass: 167.9301432
• Monoisotopic Mass: 168.03940267
• SMILES: c1(cc(c(cc1)C=O)F)B(O)O
• Canonical SMILES: O=Cc1ccc(cc1F)B(O)O
• InChI: InChI=1S/C7H6BFO3/c9-7-3-6(8(11)12)2-1-5(7)4-10/h1-4,11-12H
• InChIKey: NZNRMUVHUVCIBR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-fluoro-4-formylphenyl)boronic acid
• IUPAC Traditional name: 3-fluoro-4-formylphenylboronic acid
• Synonyms: 3-Fluoro-4-formylbenzeneboronic acid 98%; 3-Fluoro-4-formylbenzeneboronic acid; 3-Fluoro-4-formylphenylboronic acid; 3-Fluoro-4-formylphenylboronic acid; 4-(dihydroxyboranyl)-2-fluorobenzaldehyde; 4-Borono-3-fluorobenzaldehyde; 3-Fluoro-4-formylphenylboronic acid; 3-Fluoro-4-formylbenzeneboronic acid; 3-氟-4-醛基苯硼酸; 3-氟-4-甲酸基苯硼酸

Database IDs

• CAS Number: 248270-25-9
• EC Number: 000-000-0
• MDL Number: MFCD02093051
• PubChem SID: 160996108; 24878596
• PubChem CID: 2778654

CALCULATED PROPERTIES

• Acid pKa: 8.458225
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4543247
• LogD (pH = 7.4): 1.4185776
• Log P: 1.4548
• Molar Refractivity: 37.4039 cm^3
• Polarizability: 15.178439 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 240°C; ca 240°C
• Hydrophobicity(logP): 1.214

Safety Information

• Storage Warning: Harmful/Irritant/Light Sensitive/Store under Argon/Keep Cold; IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

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

DETAILS

Sigma Aldrich - 542296

Other Notes
Contains varying amounts of anhydride
Packaging
1 g in glass bottle
Application
Reactant for:
• Preparation of MIDA boronates for Suzuki-Miyaura cross-coupling reactions1
• Preparation of pyrazolopyrimidinamine derivatives as tyrosine and phosphinositide kinase inhibitors2