Thermo Scientific Chemicals

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

Catalog number: H27627.03
1 g, Each
Thermo Scientific Chemicals

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

Catalog number: H27627.03
1 g, Each
Quantity
Catalog number: H27627.03
also known as H27627-03
Price (EUR)
Quantity
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Chemical Identifiers

CAS
99768-12-4
IUPAC Name
[4-(methoxycarbonyl)phenyl]boronic acid
Molecular Formula
C8H9BO4
InChI Key
PQCXFUXRTRESBD-UHFFFAOYSA-N
SMILES
COC(=O)C1=CC=C(C=C1)B(O)O
Form
Powder
Assay (Aqueous acid-base Titration)
≥96.0%
Assay (HPLC)
≥96.0%
Identification (FTIR)
Conforms
Proton NMR
Conforms to structure

Description

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

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    Safety and Handling


    Classification of the substance or mixture
    CLP classification - Regulation(EC) No 1272/2008
    Skin Corrosion/Irritation
    Category 2
    Serious Eye Damage/Eye Irritation
    Category 2
    Specific target organ toxicity - (single exposure)
    Category 3
    Label Elements
    Signal Word

    Warning

    Hazard Statements

    H315 - Causes skin irritation

    H319 - Causes serious eye irritation

    H335 - May cause respiratory irritation

    Precautionary Statements

    P261 - Avoid breathing dust/fume/gas/mist/vapors/spray

    P280 - Wear protective gloves/protective clothing/eye protection/face protection

    P302 + P352 - IF ON SKIN: Wash with plenty of soap and water

    P305 + P351 + P338 - IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing