4-Bromophenylboronic Acid
Product Information
Molecular Formula
C6H6BrO2B
Molecular Weight
200.83
Description
Reagent used for: Palladium catalyzed Suzuki-Miyaura cross-couplings ; Pd(II)-catalyzed diastereoselective conjugate additions ; Palladium-catalyzed stereoselective Heck-type reaction of allylic esters with arylboronic acids ; Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence ; Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides ; Pd-catalyzed arylative cyclization of alkyne-tethered enals or enones via carbopalladation of alkynes ; Copper-catalyzed cross-couplings. Reagent used in Preparation of: Gallate-based obovatol analogs with potential anti-tumor activity ; Protein modulators and enzymatic and kinase inhibitors.
Synonyms
(4-bromophenyl)boronic acid; (4-bromophenyl)boronic acid
IUPAC Name
(4-bromophenyl)boronic acid
SMILES
B(C1=CC=C(C=C1)Br)(O)O
InChI
InChI=1S/C6H6BBrO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
InChI Key
QBLFZIBJXUQVRF-UHFFFAOYSA-N
Boiling Point
315 °C at 760 mmHg
Melting Point
284-288 °C (lit.)
Purity
99 %
Density
1.67 ± 0.1 g/mL (predicted)
Appearance
Powder or crystals
Storage
Sealed in dry. Room temperature.
LogP
0.12890
Safety Information
Hazards
H315 - H319 - H335
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
2
Rotatable Bond Count
1
Exact Mass
199.96442 g/mol
Monoisotopic Mass
199.96442 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
102
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-114015461-A | Liquid crystal monomer compound containing dibenzofuran and application thereof | 2021-12-21 |
| CN-114163417-A | Synthetic method of 3-bromodibenzothiophene | 2021-12-06 |
| CN-114149298-A | Method for preparing biaryl compound from arylboronic acid by using hydrazone catalyst | 2021-11-22 |
| CN-113979992-A | 3-substituted dibenzothiophene and synthetic method thereof | 2021-11-19 |
| CN-113972332-A | Organic electroluminescent device and electronic apparatus including the same | 2021-11-05 |
| CN-113788846-A | Tricyclic thiazolo [5,4-d ] pyrimidone derivative and application thereof | 2021-10-27 |
| CN-113999208-A | Ionic thermal activation delayed fluorescent material and application thereof in solid-state light-emitting electrochemical cell | 2021-10-25 |
| CN-113845479-A | Dibenzoazepine compound used in organic layer of OLED device and organic electroluminescent device | 2021-10-22 |
| CN-113788790-A | Aromatic heterocyclic amide derivative and application thereof | 2021-10-18 |
| CN-114002429-A | Method for improving sensitization immunohistochemical reaction effect | 2021-10-12 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 21936546 | 2011-11-04 | Synthesis of functionalized cinnamaldehyde derivatives by an oxidative Heck reaction and their use as starting materials for preparation of Mycobacterium tuberculosis 1-deoxy-D-xylulose-5-phosphate reductoisomerase inhibitors | The Journal of organic chemistry |
| 21720510 | 2011-01-01 | Enhanced effect and mechanism of water-in-oil microemulsion as an oral delivery system of hydroxysafflor yellow A | International journal of nanomedicine |
| 20014894 | 2010-10-01 | Inhibition studies of soybean (Glycine max) urease with heavy metals, sodium salts of mineral acids, boric acid, and boronic acids | Journal of enzyme inhibition and medicinal chemistry |
| 20710065 | 2010-08-11 | Phenylboronic-acid-based carbohydrate binders as antiviral therapeutics: monophenylboronic acids | Antiviral chemistry & chemotherapy |
| 20594849 | 2010-08-01 | Aryl boronic acid inhibition of synthetic melanin polymerization | Bioorganic & medicinal chemistry letters |
| 21378917 | 2009-09-01 | Metal-free carbon-carbon bond-forming reductive coupling between boronic acids and tosylhydrazones | Nature chemistry |
| 17059182 | 2006-08-01 | Boric acid and boronic acids inhibition of pigeonpea urease | Journal of enzyme inhibition and medicinal chemistry |
| 11412818 | 2001-06-01 | Continuous monitoring of arylesterase in human serum | Clinica chimica acta; international journal of clinical chemistry |
