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
Canonical 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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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