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Dokumente

594539

Sigma-Aldrich

4-Methoxycarbonylphenylborsäure

≥95%

Synonym(e):

Methyl-4-boron-benzoat

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About This Item

Empirische Formel (Hill-System):
C8H9BO4
CAS-Nummer:
99768-12-4
Molekulargewicht:
179.97
MDL-Nummer:
MFCD01632203
UNSPSC-Code:
12352103
PubChem Substanz-ID:
24881520
NACRES:
NA.22

Assay

≥95%

Form

powder

mp (Schmelzpunkt)

197-200 °C (lit.)

SMILES String

COC(=O)c1ccc(cc1)B(O)O

InChI

1S/C8H9BO4/c1-13-8(10)6-2-4-7(5-3-6)9(11)12/h2-5,11-12H,1H3

InChIKey

PQCXFUXRTRESBD-UHFFFAOYSA-N

Verwandte Kategorien

Anwendung

Reagent used for
  • 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
  • One-pot ipso-nitration of arylboronic acids
  • Copper-catalyzed nitration
  • Cyclocondensation followed by palladium-phosphine-catalyzed Suzuki-Miyaura coupling


  • Reagent used in Preparation of
  • Biaryls via nickel-catalyzed Suzuki-Miyaura cross-coupling reaction of aryl halides with arylboronic acid†
  • Chromenones and their bradykinin B1 antagonistic activit†
  • Pt nanoparticles@Photoactive metal-organic frameworks resulting in efficient hydrogen evolution via synergistic photoexcitation and electron injectio†
  • Salicylate-based thienylbenzoic acids as E. coli methionine aminopeptidase inhibitor†

Sonstige Hinweise

Contains varying amount of anhydride

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Chromenones as potent bradykinin B1 antagonists
Bryan, M. C.; et al.
Bioorganic & Medicinal Chemistry, 22, 619-622 (2012)
Synthesis and biological evaluation of salicylate-based compounds as a novel class of methionine aminopeptidase inhibitors
Wang, W-L.; Chai, S. C.; Ye, Q-Z.
Bioorganic & Medicinal Chemistry, 21, 7151-7154 (2011)
A Highly Practical and Reliable Nickel Catalyst for Suzuki-Miyaura Coupling of Aryl Halides
Zhao, Y-L.; et al.
Advanced Synthesis & Catalysis, 353, 2881-2881 (2011)
Cheng Wang et al.
Journal of the American Chemical Society, 134(17), 7211-7214 (2012-04-11)
Pt nanoparticles of 2-3 nm and 5-6 nm in diameter were loaded into stable, porous, and phosphorescent metal-organic frameworks (MOFs 1 and 2) built from [Ir(ppy)(2)(bpy)](+)-derived dicarboxylate ligands (L(1) and L(2)) and Zr(6)(μ(3)-O)(4)(μ(3)-OH)(4)(carboxylate)(12) secondary building units, via MOF-mediated photoreduction of
Daohong Yu et al.
The Journal of organic chemistry, 77(4), 1798-1804 (2012-01-31)
A selective palladium-catalyzed Suzuki-Miyaura coupling reaction of polyfluorophenyl oxazolines through ortho C-F activation is described. It was found that reactions with DPPF as the ligand occurred much faster than those with other ligands. A variety of arylboronic acids including challenging
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