3,5-Bis(trifluoromethyl)phenylboronic Acid
Product Information
Molecular Formula
C8H5F6O2B
Molecular Weight
257.93
Description
Reactant involved in the synthesis of: Methylene-arylbutenones via carbonylative arylation of allenols; 4-aminoquinoline analogs via Ullman / Suzuki / Negishi coupling; Primary amino acid derivatives with anticonvulsant activity; Alkyl arylcarbamates via Cu-catalyzed coupling with potassium cyanate; Aryl-substituted succinimides and cyclic ketones by asymmetric conjugate addition; Axially chiral dicarboxylic acids for asymmetric Mannich-type reactions.
Synonyms
[3,5-bis(trifluoromethyl)phenyl]boronic acid; [3,5-bis(trifluoromethyl)phenyl]boronic acid
IUPAC Name
[3,5-bis(trifluoromethyl)phenyl]boronic acid
SMILES
B(C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F)(O)O
InChI
InChI=1S/C8H5BF6O2/c10-7(11,12)4-1-5(8(13,14)15)3-6(2-4)9(16)17/h1-3,16-17H
InChI Key
BPTABBGLHGBJQR-UHFFFAOYSA-N
Boiling Point
128.685 °C at 760 mmHg
Melting Point
217-220 °C (lit.)
Flash Point
Not applicable
Purity
≥ 95 %
Density
1.128 g/cm3
LogP
1.40400
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
8
Rotatable Bond Count
1
Exact Mass
258.0286785 g/mol
Monoisotopic Mass
258.0286785 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
17
Formal Charge
0
Complexity
242
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-113527066-A | Chiral spiro compound and preparation method and application thereof | 2021-06-10 |
| CN-113072549-A | Method for synthesizing tetrahydroberberine and derivatives thereof | 2021-03-26 |
| CN-113045435-A | Perylene-containing compound with A-D-A structure and preparation method and application thereof | 2021-03-15 |
| CN-112920221-A | Chiral phosphoric acid with spiro-bis-dihydrobenzothiole skeleton and preparation method and application thereof | 2021-01-26 |
| CN-113769778-A | Chiral 3-amino-4-aryl pyridine nitrogen-oxygen catalyst and application thereof in tetrazole hemiacetal amine ester reaction | 2021-01-06 |
| CN-112687878-A | Electrochemical device and electronic device | 2020-12-25 |
| CN-112679477-A | Preparation method of celecoxib and intermediate thereof | 2020-12-17 |
| CN-112679477-B | Preparation method of celecoxib and intermediate thereof | 2020-12-17 |
| CN-112574216-A | Compound, preparation method thereof and application thereof in preparing anti-cancer drugs | 2020-12-16 |
| CN-112574216-B | Compound, preparation method thereof and application thereof in preparing anti-cancer drugs | 2020-12-16 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 18665291 | 2008-08-21 | Boron-based rotaxanes by multicomponent self-assembly | Chemical communications (Cambridge, England) |
| 17665898 | 2007-08-23 | Quantitative structure-activity relationship studies of [(biphenyloxy)propyl]isoxazole derivatives. Inhibitors of human rhinovirus 2 replication | Journal of medicinal chemistry |
| 16562909 | 2006-03-30 | 4,5,6,7-Tetrachlorobenzo[d][1,3,2]dioxaborol- 2-ol as an effective catalyst for the amide condensation of sterically demanding carboxylic acids | Organic letters |
