[2-chloro-5-(trifluoromethyl)phenyl]boronic acid

• ChemBase ID: 32678
• Molecular Formular: C7H5BClF3O2
• Molecular Mass: 224.3726096
• Monoisotopic Mass: 224.00232214
• SMILES: c1(c(ccc(c1)C(F)(F)F)Cl)B(O)O
• Canonical SMILES: OB(c1cc(ccc1Cl)C(F)(F)F)O
• InChI: InChI=1S/C7H5BClF3O2/c9-6-2-1-4(7(10,11)12)3-5(6)8(13)14/h1-3,13-14H
• InChIKey: YVMXEHZEYONARR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-chloro-5-(trifluoromethyl)phenyl]boronic acid
• IUPAC Traditional name: 2-chloro-5-(trifluoromethyl)phenylboronic acid
• Synonyms: 2-Chloro-5-(trifluoromethyl)phenylboronic acid; 2-Chloro-5-(trifluoromethyl)benzeneboronic acid; 2-Chloro-5-(trifluoromethyl)phenylboronic acid; 2-Chloro-5-(trifluoromethyl)benzeneboronic acid; 2-Chloro-5-(trifluoromethyl)benzeneboronic acid; 2-Chloro-5-(trifluoromethyl)phenylboronic acid; 2-氯-5-(三氟甲基)苯硼酸

Database IDs

• CAS Number: 182344-18-9
• MDL Number: MFCD00797335
• PubChem SID: 160995985
• PubChem CID: 2782670

CALCULATED PROPERTIES

• Acid pKa: 8.315979
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.0399406
• LogD (pH = 7.4): 2.991109
• Log P: 3.0406
• Molar Refractivity: 41.382 cm^3
• Polarizability: 16.794407 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 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%; 96%; 98%
• Empirical Formula (Hill Notation): C7H5BClF3O2

DETAILS

Sigma Aldrich - 680524

Application
May contain varying amounts of anhydride.
Reactant for:
• Synthesis of aryl- and hetarylfurocoumarins via Suzuki reaction1
• Synthesis of Et canthinone-3-carboxylates from Et 4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylate via a Pd-catalyzed Suzuki-Miyaura coupling and a Cu-catalyzed amidation reaction2
• Preparation of xanthines via one-pot coupling with diaminouracil3
• Pd-catalyzed Suzuki-Miyaura coupling with 8-bromo-1,5-naphthyridin-2-one4
Packaging
1, 10 g in glass bottle