[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]boronic acid

• ChemBase ID: 144663
• Molecular Formular: C9H8BF3O2
• Molecular Mass: 215.9648296
• Monoisotopic Mass: 216.05694456
• SMILES: B(/C=C/c1ccc(cc1)C(F)(F)F)(O)O
• Canonical SMILES: OB(/C=C/c1ccc(cc1)C(F)(F)F)O
• InChI: InChI=1S/C9H8BF3O2/c11-9(12,13)8-3-1-7(2-4-8)5-6-10(14)15/h1-6,14-15H/b6-5+
• InChIKey: BBNQFBHQOPZKTI-AATRIKPKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]boronic acid
• IUPAC Traditional name: (E)-2-[4-(trifluoromethyl)phenyl]ethenylboronic acid
• Synonyms: trans-2-[4-(Trifluoromethyl)phenyl]vinylboronic acid; TRANS-2-[4-(TRIFLUOROMETHYL)PHENYL]VINYLBORONIC ACID; 反式-2-[4-(三氟甲基)苯基]乙烯基硼酸

Database IDs

• CAS Number: 352525-91-8
• MDL Number: MFCD03427005
• PubChem SID: 24874058; 162238875
• PubChem CID: 6153620

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.2579794
• LogD (pH = 7.4): 3.2563632
• Log P: 3.258
• Molar Refractivity: 46.3537 cm^3
• Polarizability: 18.197231 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 9.820607

PROPERTIES

Physical Property

• Melting Point: 204-210 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95%; 98%
• Linear Formula: C6H4CF3CHCHB(OH)2

DETAILS

Sigma Aldrich - 519022

Packaging
1, 5 g in glass bottle
Application
Reactant for:Microwave-assisted Suzuki-Miyaura cross-coupling1Cobalt-catalyzed coupling reactions2Preparation of vinylic MIDA boronates3Synthesis of C2-aryl pyrrolobenzodiazepine antitumor agents4Suzuki-Miyaura cross-coupling reaction5,6