4-(Methoxycarbonyl)benzeneboronic acid, 97%
4-(Methoxycarbonyl)benzeneboronic acid, 97%
4-(Methoxycarbonyl)benzeneboronic acid, 97%
4-(Methoxycarbonyl)benzeneboronic acid, 97%
Thermo Scientific Chemicals

4-(Methoxycarbonyl)benzeneboronic acid, 97%

CAS: 99768-12-4 | C8H9BO4 | 179.966 g/mol
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5 g
產品號碼 H27627.03
亦稱為 H27627-03
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化學識別
CAS99768-12-4
IUPAC Name[4-(methoxycarbonyl)phenyl]boronic acid
Molecular FormulaC8H9BO4
InChI KeyPQCXFUXRTRESBD-UHFFFAOYSA-N
SMILESCOC(=O)C1=CC=C(C=C1)B(O)O
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規格Specification Sheet規格表
FormPowder
Assay (Aqueous acid-base Titration)≥96.0%
Assay (HPLC)≥96.0%
Proton NMRConforms to structure
Appearance (Color)White
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It is a 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 and cyclocondensation followed by palladium-phosphine-catalyzed Suzuki-Miyaura coupling. It is employed as reagent in 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 activity, Pt nanoparticles on Photoactive metal-organic frameworks resulting in efficient hydrogen evolution via synergistic photoexcitation and electron injection and salicylate-based thienylbenzoic acids as E. coli methionine aminopeptidase inhibitor.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
It is a 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 and cyclocondensation followed by palladium-phosphine-catalyzed Suzuki-Miyaura coupling. It is employed as reagent in 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 activity, Pt nanoparticles on Photoactive metal-organic frameworks resulting in efficient hydrogen evolution via synergistic photoexcitation and electron injection and salicylate-based thienylbenzoic acids as E. coli methionine aminopeptidase inhibitor.

Solubility
Soluble in methanol.

Notes
Store in cool dry conditions. Incompatible with oxidizing agents. Ensure good ventilation.
RUO – Research Use Only

General References:

  1. Mark D. Hylarides.; D. Scott Wilbur.; Stephen W. Hadley.; Alan R. Fritzberg. Synthesis and iodination of methyl 4-tri-n-butylstannylbenzoate, p-(methoxycarbonyl)phenylmercuric chloride and p-(methoxycarbonyl)phenylboronic acid. J. Organomet. Chem. 1989, 367 (3), 259-265 .
  2. Hirokazu Tsukamoto.; Yoshinori Kondo. Palladium(II)-Catalyzed Annulation of Alkynes with ortho-Ester-Containing Phenylboronic Acids.Org. LettOrg. Lett. 2007, 9 (21),4227-4230 .