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594539

Sigma-Aldrich

4-Methoxycarbonylphenylboronic acid

≥95%

Sinonimo/i:

(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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1 G
CHF 41.70
5 G
CHF 119.00

CHF 41.70


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1 G
CHF 41.70
5 G
CHF 119.00

About This Item

Formula empirica (notazione di Hill):
C8H9BO4
Numero CAS:
Peso molecolare:
179.97
Numero MDL:
Codice UNSPSC:
12352103
ID PubChem:
NACRES:
NA.22

CHF 41.70


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Livello qualitativo

Saggio

≥95%

Stato

powder

Punto di fusione

197-200 °C (lit.)

Gruppo funzionale

ester

Stringa SMILE

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
PQCXFUXRTRESBD-UHFFFAOYSA-N

Applicazioni

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]

Altre note

Contains varying amount of anhydride

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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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
Chromenones as potent bradykinin B1 antagonists
Bryan, M. C.; et al.
Bioorganic & Medicinal Chemistry, 22, 619-622 (2012)
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)
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

Questions

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

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    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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    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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