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Merck

471933

Sigma-Aldrich

4-Iodophenylboronic acid

≥95.0%

Sinónimos:

B-(4-iodophenyl)-boronic acid, p-Iodophenylboronic acid, p-iodo-benzeneboronic acid

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About This Item

Fórmula lineal:
IC6H4B(OH)2
Número de CAS:
Peso molecular:
247.83
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95.0%

mp

326-330 °C (lit.)

functional group

iodo

SMILES string

OB(O)c1ccc(I)cc1

InChI

1S/C6H6BIO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H

InChI key

PELJYVULHLKXFF-UHFFFAOYSA-N

Application

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

Other Notes

Contains varying amounts of anhydride

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Disubstituted Liquid Crystalline Polyacetylene Derivatives That Exhibit Linearly Polarized Blue and Green Emissions
San Jose, B. A.; et al.
Macromolecules, 44, 6288-6302 (2011)
CuI-catalyzed Suzuki coupling reaction of organoboronic acids with alkynyl bromides
S. Wang, et al.,
Tetrahedron, 67, 4800-4806 (2011)
B M Kinsey et al.
Nuclear medicine and biology, 20(1), 13-22 (1993-01-01)
Three iodinated phenylboronic acids have been synthesized: 4-iodophenylboronic acid (2a), 3-(4-iodobenzenesulfonamido)phenylboronic acid (5a) and 3-(5-dimethylamino-6-iodo-1-naphthalenesulfonamido)phenylboronic acid (6a). The corresponding no-carrier-added 125I derivatives 2b, 5b and 6b have been prepared in good yield by selective displacement of the tributylstannyl group. Compound
Alison M Berezuk et al.
Scientific reports, 8(1), 12933-12933 (2018-08-30)
In Escherichia coli, formation of new cells is mediated by the elongasome and divisome that govern cell elongation and septation, respectively. Proper transition between these events is essential to ensure viable progeny are produced; however, the components of each complex
Kiyofumi Inamoto et al.
Chemical communications (Cambridge, England), 47(42), 11775-11777 (2011-10-01)
Copper-catalysed oxidative hydroxylation of arylboronic acids was accomplished in water containing an amphiphilic surfactant, providing facile access to phenol derivatives.

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