2,4,6-Trifluorophenylboronic Acid
Product Information
Molecular Formula
C6H4F3O2B
Molecular Weight
175.90
Description
Reactant involved in: Synthesis of phenylboronic catechol esters; Suzuki-Miyaura coupling reactions with aryl chlorides and unstable polyfluorophenyl; Enantioselective borane reduction of trifluoroacetophenone; Transmetalation.
Synonyms
(2,4,6-trifluorophenyl)boronic acid; (2,4,6-trifluorophenyl)boronic acid
IUPAC Name
(2,4,6-trifluorophenyl)boronic acid
SMILES
B(C1=C(C=C(C=C1F)F)F)(O)O
InChI
InChI=1S/C6H4BF3O2/c8-3-1-4(9)6(7(11)12)5(10)2-3/h1-2,11-12H
InChI Key
IPEIGKHHSZFAEW-UHFFFAOYSA-N
Boiling Point
236 °C at 760 mmHg
Melting Point
228-235 °C (lit.)
Flash Point
Not applicable
Purity
≥ 95 %
Density
1.44 g/cm3
Solubility
Other solvents(Soluble) : Methanol
Appearance
Solid
LogP
-0.21630
Safety Information
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
1
Exact Mass
176.0256440 g/mol
Monoisotopic Mass
176.0256440 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
146
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-112552142-A | Organic matter and preparation method and application thereof | 2020-12-16 |
| JP-2021172629-A | Nitrogen-containing heterocyclic compounds and their use | 2020-04-28 |
| WO-2021220952-A1 | Nitrogen-containing heterocyclic compound and use thereof | 2020-04-28 |
| WO-2021194326-A1 | Aminopyrimidine derivatives and their use as aryl hydrocarbon receptor modulators | 2020-03-27 |
| WO-2021014437-A1 | Process for the preparation of biphenylamines | 2019-07-19 |
| CN-112018338-A | Method for preparing silicon-based electrode material, silicon-based electrode material and lithium ion battery | 2019-05-31 |
| CN-112018338-B | Method for preparing silicon-based electrode material, silicon-based electrode material and lithium ion battery | 2019-05-31 |
| WO-2020221239-A1 | Oxaazaquinazoline-7(8h)-ketone compound, preparation method therfor and pharmaceutical application thereof | 2019-04-28 |
| CN-113767106-A | Oxaazaquinazolin-7 (8H) -ones, their preparation and pharmaceutical use | 2019-04-28 |
| EP-3964516-A1 | Oxaazaquinazoline-7(8h)-ketone compound, preparation method therfor and pharmaceutical application thereof | 2019-04-28 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22704378 | 2012-07-06 | Organoboron compounds as Lewis acid receptors of fluoride ions in polymeric membranes | Analytica chimica acta |
| 14737544 | 2004-01-21 | Synthesis and structural characterization of the first unsymmetrical diarylpalladium complex trans-Pd(C6F5)(2,4,6-C6F3H2)(PEt3)2, derived from transmetallation between 2,4,6-trifluorophenylboronic acid and trans-Pd(C6F5)I(PEt3)2 | Chemical communications (Cambridge, England) |
| 14684290 | 2004-01-05 | 3-Methoxycarbonyl-5-nitrophenyl boronic acid: high affinity diol recognition at neutral pH | Bioorganic & medicinal chemistry letters |
