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471933

Sigma-Aldrich

4-Iodphenylborsäure

≥95.0%

Synonym(e):

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

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About This Item

Lineare Formel:
IC6H4B(OH)2
CAS-Nummer:
5122-99-6
Molekulargewicht:
247.83
MDL-Nummer:
MFCD01319014
UNSPSC-Code:
12352103
PubChem Substanz-ID:
24870773
NACRES:
NA.22

Assay

≥95.0%

mp (Schmelzpunkt)

326-330 °C (lit.)

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

InChIKey

PELJYVULHLKXFF-UHFFFAOYSA-N

Verwandte Kategorien

Anwendung

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

Sonstige Hinweise

Contains varying amounts of anhydride

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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CuI-catalyzed Suzuki coupling reaction of organoboronic acids with alkynyl bromides
S. Wang, et al.,
Tetrahedron, 67, 4800-4806 (2011)
Disubstituted Liquid Crystalline Polyacetylene Derivatives That Exhibit Linearly Polarized Blue and Green Emissions
San Jose, B. A.; et al.
Macromolecules, 44, 6288-6302 (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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