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439320

Sigma-Aldrich

4-(Trifluoromethyl)phenylboronic acid

≥95.0%

Sinonimo/i:

α,α,α-Trifluoro-p-tolylboronic acid, 4-(Trifluoromethyl)benzeneboronic acid, [p-(Trifluoromethyl)phenyl]boronic acid

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1 G
60,20 €
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169,00 €

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1 G
60,20 €
5 G
169,00 €

About This Item

Formula condensata:
CF3C6H4B(OH)2
Numero CAS:
Peso molecolare:
189.93
Beilstein:
3544189
Numero MDL:
Codice UNSPSC:
12352103
ID PubChem:
NACRES:
NA.22

60,20 €


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Livello qualitativo

Saggio

≥95.0%

Punto di fusione

245-250 °C (lit.)

Gruppo funzionale

fluoro

Stringa SMILE

OB(O)c1ccc(cc1)C(F)(F)F

InChI

1S/C7H6BF3O2/c9-7(10,11)5-1-3-6(4-2-5)8(12)13/h1-4,12-13H
ALMFIOZYDASRRC-UHFFFAOYSA-N

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Applicazioni

4-(Trifluoromethyl)phenylboronic acid can be used as a reactant in:
  • Site-selective Suzuki-Miyaura cross-coupling reactions.[1]
  • Palladium-catalyzed direct arylation reactions.[2]
  • Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence.[3]
  • Ruthenium catalyzed direct arylation.[4]
  • Ligand-free copper-catalyzed coupling reactions.[5]
  • Amination and conjugate addition reactions.[6]
  • Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions.[7]
  • Rhodium-catalyzed asymmetric 1,4-addition reactions.[8]
  • Copper-catalyzed nitration reactions.[9]
  • Regioselective Suzuki-Miyaura coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulation.[10]
  • Palladium catalyzed allylation reaction with allyl alcohols.[11]
  • N-Arylation of imidazoles and amines in the presence of copper-exchanged fluorapatite as a catalyst.[12]

It can also be used as a reactant to prepare:
  • Thiazole derivatives for printable electronics.[13]
  • Terphenyl benzimidazoles as tubulin polymerization inhibitors.[14]
  • Aryl ketones by cross-coupling reaction with acid chlorides.[15]

Altre note

Contains varying amounts of anhydride

Pittogrammi

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Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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

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    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 risposta
    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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