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Merck

393622

Sigma-Aldrich

p-Tolylborsäure

97%

Synonym(e):

4-Methylphenylboronsäure, p-Toluolboronsäure

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CHF 41.20
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CHF 226.00

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CHF 41.20
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About This Item

Lineare Formel:
CH3C6H4B(OH)2
CAS-Nummer:
Molekulargewicht:
135.96
Beilstein:
2935970
MDL-Nummer:
UNSPSC-Code:
12352103
PubChem Substanz-ID:
NACRES:
NA.22

CHF 41.20


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Qualitätsniveau

Assay

97%

mp (Schmelzpunkt)

256-263 °C (lit.)

SMILES String

Cc1ccc(cc1)B(O)O

InChI

1S/C7H9BO2/c1-6-2-4-7(5-3-6)8(9)10/h2-5,9-10H,1H3

InChIKey

BIWQNIMLAISTBV-UHFFFAOYSA-N

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Anwendung

Reagent used for
  • Palladium (Pd)-catalyzed direct arylation[1]
  • Direct Palladium(II)-Catalyzed Synthesis[2]
  • Palladium-catalyzed arylation by Suzuki-Miyaura cross-coupling in water[3]
  • Cyclopalladation[4]
  • Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence[5]
  • Ruthenium catalyzed direct arylation[6]
  • Rhodium-catalyzed asymmetric conjugate addition[7]
  • Ligand-free copper-catalyzed cross-coupling reactions[8]
  • Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions[9]
  • Ligand-free Suzuki, Sonogashira, and Heck cross-coupling reactions[10]

Reagent used in Preparation of
  • Catalysts for Suzuki-Miyaura cross-coupling of aryl bromides[4]
  • Recyclable Palladium nanoparticle catalysts immobilized by click ionic copolymers as for Suzuki-Miyaura cross-coupling reactions in water[11]

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

ACS Symp. Ser., 642, 194-205 (1996)
Palladium nanoparticles immobilized by click ionic copolymers: Efficient and recyclable catalysts for Suzuki-Miyaura cross-coupling reaction in water
Zhang, D.; Zhou, C.; Wang, R.
Catalysis Communications, 22, 83-88 (2012)
Jiajia Tan et al.
Biomaterials, 178, 608-619 (2018-04-02)
Inflammation serves as a natural defense mechanism to protect living organisms from infectious diseases. Nonsteroidal anti-inflammatory drugs (NSAIDs) can help relieve inflammatory reactions and are clinically used to treat pain, fever, and inflammation, whereas long-term use of NSAIDs may lead
Jonas Sävmarker et al.
Organic letters, 14(9), 2394-2397 (2012-04-19)
A fast and convenient synthesis of arylamidines starting from readily available potassium aryltrifluoroborates and cyanamides is reported. The coupling was achieved by Pd(II)-catalysis in a one step 20 min microwave protocol using Pd(O(2)CCF(3)), 6-methyl-2,2'-bipyridyl, TFA, and MeOH, providing the corresponding
Carbon-Carbon Bond Formation by Ligand-free Cross-Coupling Reaction Using Palladium Catalyst Supported on Synthetic Adsorbent
Monguchi, Y.; et al.
ChemCatChem, 4, 546-558 (2012)

Artikel

MIDA-protected boronate esters offer stability, chromatography compatibility, and reactivity in anhydrous cross-coupling conditions.

Questions

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

    1 answer
    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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  2. How can I determine the shelf life / expiration / retest date of this product?

    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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