Skip to Content
MilliporeSigma
All Photos(3)

Documents

594539

Sigma-Aldrich

4-Methoxycarbonylphenylboronic acid

≥95%

Synonym(s):

(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

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C8H9BO4
CAS Number:
99768-12-4
Molecular Weight:
179.97
MDL number:
MFCD01632203
UNSPSC Code:
12352103
PubChem Substance ID:
24881520
NACRES:
NA.22

assay

≥95%

form

powder

mp

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

InChI key

PQCXFUXRTRESBD-UHFFFAOYSA-N

Related Categories

Application

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†

Other Notes

Contains varying amount of anhydride

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service