4-Iodophenylboronic Acid
Product Information
Molecular Formula
C6H6IO2B
Molecular Weight
247.83
Description
Reagent used for: Copper-mediated ligandless aerobic fluoroalkylation ; Palladium-catalyzed aerobic oxidative cross-coupling reactions ; Recyclable magnetic-nanoparticle-supported palladium catalyst for the Suzuki coupling reactions ; Oxidative hydroxylation using a copper (Cu) catalyst ; Ligand-free palladium-catalyzed Suzuki-Miyaura cross-coupling ; Homocoupling using gold salts as a catalyst ; Ruthenium (Ru)-catalyzed cross-coupling ; CuI-catalyzed Suzuki coupling reactions ; Palladium-catalyzed domino Heck-Mizoroki/Suzuki-Miyaura reactions ; Manganese triacetate-mediated radical additions of arylboronic acids to alkenes Reagent used in Preparation of ; Pleuromutilin derivatives for ribosomal binding and antibacterial activity via "Click Chemistry" ; Liquid crystalline polyacetylene derivatives.
Synonyms
(4-iodophenyl)boronic acid; (4-iodophenyl)boronic acid
IUPAC Name
(4-iodophenyl)boronic acid
SMILES
B(C1=CC=C(C=C1)I)(O)O
InChI
InChI=1S/C6H6BIO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
InChI Key
PELJYVULHLKXFF-UHFFFAOYSA-N
Boiling Point
333.1 °C at 760 mmHg
Melting Point
326-330 °C (lit.)
Flash Point
Not applicable
Purity
≥ 95.0 %
Density
1.95 g/cm3
Appearance
Solid
LogP
-0.02900
Safety Information
Hazards
H302 - H315 - H319 - H335
Precautionary Statement
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, 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
247.95056 g/mol
Monoisotopic Mass
247.95056 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-114031623-A | C14Amino-substituted tetrandrine derivative and preparation and application thereof | 2021-11-12 |
| CN-113979939-A | Synthesis method and application of 2-arylquinoline-4-carboxylic ester | 2021-09-12 |
| CN-113527353-A | Fluorescent probe for detecting active oxygen molecules and preparation method and application thereof | 2021-06-25 |
| CN-112687878-A | Electrochemical device and electronic device | 2020-12-25 |
| CN-112198309-A | Chemiluminescence substrate detection kit with high sensitivity and stable signal | 2020-09-29 |
| WO-2022047347-A1 | Protein secretion inhibitors | 2020-08-31 |
| WO-2022047145-A1 | Rapidly accelerating fibrosarcoma protein degrading compounds and associated methods of use | 2020-08-28 |
| CN-111647011-A | Preparation method of monohalogenated phenylboronic acid | 2020-07-16 |
| CN-110850097-A | Calprotectin detection kit and detection method | 2019-11-07 |
| CN-110668960-A | Preparation method of alpha-aryl alpha-aminoketone compound | 2019-10-22 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 23013456 | 2012-10-05 | Direct amidation of carboxylic acids catalyzed by ortho-iodo arylboronic acids: catalyst optimization, scope, and preliminary mechanistic study supporting a peculiar halogen acceleration effect | The Journal of organic chemistry |
| 17297238 | 2007-02-01 | Enhancing effect of phenylboronic acid compounds and their interactions with the diol groups of saccharides in a capillary electrophoresis-chemiluminescence detection system | Analytical sciences : the international journal of the Japan Society for Analytical Chemistry |
| 17141265 | 2007-01-10 | A cost effective non-commercial ECL-solution for Western blot detections yielding strong signals and low background | Journal of immunological methods |
| 16716339 | 2006-08-04 | Molecular recognition of mono- and disaccharides through interaction with p-iodophenylboronic acid in capillary electrophoresis with a chemiluminescence detection system | Journal of chromatography. A |
