(5-chloro-2-fluorophenyl)boronic acid

• ChemBase ID: 32901
• Molecular Formular: C6H5BClFO2
• Molecular Mass: 174.3651032
• Monoisotopic Mass: 174.0055157
• SMILES: c1(c(ccc(c1)Cl)F)B(O)O
• Canonical SMILES: Clc1ccc(c(c1)B(O)O)F
• InChI: InChI=1S/C6H5BClFO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,10-11H
• InChIKey: GGTUVWGMCFXUAS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5-chloro-2-fluorophenyl)boronic acid
• IUPAC Traditional name: 5-chloro-2-fluorophenylboronic acid
• Synonyms: 5-Chloro-2-fluorophenylboronic acid; 5-Chloro-2-fluorophenylboronic acid; 5-Chloro-2-fluorobenzeneboronic acid 97%; 5-Chloro-2-fluorophenylboronic acid; 5-Chloro-2-fluorobenzeneboronic acid; 5-氯-2-氟苯硼酸

Database IDs

• CAS Number: 352535-83-2
• MDL Number: MFCD05664225
• PubChem SID: 160996208; 24879654
• PubChem CID: 3718925

CALCULATED PROPERTIES

• Acid pKa: 8.0928755
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.2961986
• LogD (pH = 7.4): 2.2174644
• Log P: 2.2973
• Molar Refractivity: 35.6247 cm^3
• Polarizability: 15.177813 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 122-127 °C(lit.); 182-188°C; 182-188°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37-60
• 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
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%; 98%
• Linear Formula: ClC6H3(F)B(OH)2

DETAILS

Sigma Aldrich - 557234

Other Notes
Contains varying amounts of anhydride
Packaging
5 g in glass bottle
Application
Reactant involved in:
• Suzuki cross-coupling reactions1
• Synthesis of biaryl amides with muscarinic acetylcholine receptor subtype M1 agonistic activity2
• Synthesis of kinesin spindle protein inhibitors3
• GABA α2/3 agonist preparation4