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Merck
CN

594539

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

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About This Item

Empirical Formula (Hill Notation):
C8H9BO4
CAS Number:
Molecular Weight:
179.97
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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Quality Level

assay

≥95%

form

powder

mp

197-200 °C (lit.)

functional group

ester

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

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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



Global Trade Item Number

SKUGTIN
594539-1G04061832643953
594539-5G04061832643960