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Merck

594539

Sigma-Aldrich

4-Methoxycarbonylphenylboronic acid

≥95%

Sinónimos:

(4-Carbomethoxyphenyl)boronic acid, 4-Carbomethoxybenzeneboronic acid, 4-Methoxycarbonylbenzeneboronic acid, 4-borono-benzoic acid 1-methyl ester, p-(Methoxycarbonyl)boronic acid, p-(Methoxycarbonyl)phenylboronic acid, p-borono-benzoic acid methyl ester, Methyl 4-boronobenzoate, Methyl p-boronobenzoate

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About This Item

Fórmula empírica (notación de Hill):
C8H9BO4
Número de CAS:
Peso molecular:
179.97
Número MDL:
Código UNSPSC:
12352103
ID de la sustancia en PubChem:
NACRES:
NA.22
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Ensayo

≥95%

Formulario

powder

mp

197-200 °C (lit.)

grupo funcional

ester

cadena SMILES

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

Clave InChI

PQCXFUXRTRESBD-UHFFFAOYSA-N

Aplicación

Reagent used for
  • Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence[1]
  • Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides[2]
  • One-pot ipso-nitration of arylboronic acids[3]
  • Copper-catalyzed nitration[4]
  • Cyclocondensation followed by palladium-phosphine-catalyzed Suzuki-Miyaura coupling[5]


  • Reagent used in Preparation of
  • Biaryls via nickel-catalyzed Suzuki-Miyaura cross-coupling reaction of aryl halides with arylboronic acid[6]
  • Chromenones and their bradykinin B1 antagonistic activit[7]
  • Pt nanoparticles@Photoactive metal-organic frameworks resulting in efficient hydrogen evolution via synergistic photoexcitation and electron injectio[8]
  • Salicylate-based thienylbenzoic acids as E. coli methionine aminopeptidase inhibitor[9]

Otras notas

Contains varying amount of anhydride

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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Certificados de análisis (COA)

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Visite la Librería de documentos

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)
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
Hao Yang et al.
Journal of the American Chemical Society, 129(5), 1132-1140 (2007-02-01)
alpha-Amino acid thiol esters derived from N-protected mono-, di-, and tripeptides couple with aryl, pi-electron-rich heteroaryl, or alkenyl boronic acids in the presence of stoichiometric Cu(I) thiophene-2-carboxylate and catalytic Pd(2)(dba)(3)/triethylphosphite to generate the corresponding N-protected peptidyl ketones in good-to-excellent yields

Questions

1–2 of 2 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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