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417599

Sigma-Aldrich

4-Methoxyphenylboronic acid

≥95.0%

Synonyme(s) :

(4-Methoxyphenyl)boric acid, (p-Methoxyphenyl)boronic acid, 4-Anisylboronic acid, 4-Methoxybenzeneboronic acid, p-Anisylboronic acid, p-Methoxybenzeneboronic acid

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About This Item

Formule linéaire :
CH3OC6H4B(OH)2
Numéro CAS:
5720-07-0
Poids moléculaire :
151.96
Numéro Beilstein :
2936912
Numéro MDL:
MFCD00039139
Code UNSPSC :
12352103
ID de substance PubChem :
24866163
Nomenclature NACRES :
NA.22

Pureté

≥95.0%

Forme

powder

Pf

204-206 °C (lit.)

Chaîne SMILES 

COc1ccc(cc1)B(O)O

InChI

1S/C7H9BO3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5,9-10H,1H3

Clé InChI

VOAAEKKFGLPLLU-UHFFFAOYSA-N

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Catégories apparentées

Application

Reagent used for
  • Suzuki-Miyaura cross-coupling reactions
  • Pd-catalyzed direct arylation
  • Highly effective synthesis using palladium-catalyzed arylation Suzuki-Miyaura cross-coupling in water
  • Palladium-catalyzed stereoselective Heck-type reaction
  • 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
  • Ruthenium catalyzed direct arylation
  • Rh-catalyzed asymmetric conjugate addition
  • Ligand-free copper-catalyzed coupling

Reagent used in Preparation of
  • Palladium(II) thiocarboxamide complexes as Suzuki coupling catalyst
  • Push-pull arylvinyldiazine chromophores with photophysical properties

Autres remarques

Contains varying amounts of anhydride

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Mikhail Y Vorona et al.
Materials (Basel, Switzerland), 12(17) (2019-08-29)
Anthracene-based semiconductors are a class of molecules that have attracted interest due to their air stability, planarity, potential for strong intermolecular interactions, and favorable frontier molecular orbital energy levels. In this study seven novel 9,10-anthracene-based molecules were synthesized and their
Kosuke Ishijima et al.
Dalton transactions (Cambridge, England : 2003), 49(44), 15612-15621 (2020-09-24)
Benzo[b]arsole derivatives, being arsenic analogues of indole, were synthesized by utilizing a safely prepared arsenic precursor. The structural and photophysical properties of the obtained 2-arylbenzo[b]arsoles were experimentally and computationally studied in comparison with those of 1,2,5-triarylarsoles and 9-phenylarsafluorene. It was
M Lakshmi Kantam et al.
The Journal of organic chemistry, 71(25), 9522-9524 (2006-12-02)
N-Arylation of imidazoles and amines with arylboronic acids was accomplished with copper-exchanged fluorapatite (CuFAP) in methanol at room temperature. The products N-arylimidazoles and N-arylamines were isolated in good to excellent yields. A variety of arylboronic acids were converted to the
Maria Makrinich et al.
Solid state nuclear magnetic resonance, 84, 196-203 (2017-05-06)
The ability of various pulse types, which are commonly applied for distance measurements, to saturate or invert quadrupolar spin polarization has been compared by observing their effect on magnetization recovery curves under magic-angle spinning. A selective central transition inversion pulse
Elangovan Sindhuja et al.
Dalton transactions (Cambridge, England : 2003), 41(17), 5351-5361 (2012-03-09)
A simple route to synthesise palladium(II) complexes from the reaction of N-substituted pyridine-2-thiocarboxamide ligands and PdCl(2)(PPh(3))(2) has been developed. The new complexes are very soluble in common solvents and have been fully characterised (elemental analysis, FT-IR, (1)H, (31)P, (13)C-NMR), including
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