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518751

Sigma-Aldrich

4-Aminophenylboronic acid pinacol ester

97%

Sinónimos:

2-(4-Aminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzeneamine, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenylamine, 4-Aminophenylboronic acid, pinacol cyclic ester

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About This Item

Fórmula empírica (notación de Hill):
C12H18BNO2
Número de CAS:
214360-73-3
Peso molecular:
219.09
Número MDL:
MFCD02093721
Código UNSPSC:
12352103
ID de la sustancia en PubChem:
24874043
NACRES:
NA.22
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Nivel de calidad

100

Ensayo

97%

mp

165-169 °C (lit.)

cadena SMILES

CC1(C)OB(OC1(C)C)c2ccc(N)cc2

InChI

1S/C12H18BNO2/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8H,14H2,1-4H3

Clave InChI

ZANPJXNYBVVNSD-UHFFFAOYSA-N

Categorías relacionadas

Aplicación

4-Aminophenylboronic acid pinacol ester can be used as a reagent for:
  • The preparation of substituted 3-phenyl-4H-1-benzopyran-4-ones by reacting with iodochromones via Pd catalyzed Suzuki-Miyaura cross-coupling reaction.[1]
  • Mercury(II) detection by fluorometry with new fluorogenic indicators based on through-bond energy transfer from pentaquinone to rhodamine.[2]
  • Rhodium-catalyzed amination reactions.[3]
  • Palladium-catalyzed Suzuki cross-coupling to synthesize potential antitubercular and antimicrobial compounds.[4]

It can also be used to prepare:
  • Hexaphenylbenzene derivatives as a potential bioprobe and multichannel keypad system.[5]
  • Pyromellitic diimide-based polymer as matrix for solution-processable n-channel field-effect transistors.[6]
  • Alternating copolymers of oligoarylenes and naphthalene bisimides as low band-gap semiconductors with electrochemical and spectroelectrochemical behavior.[7]
  • γ-secretase modulators in the treatment of amyloid β formation.[8]

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H315,H319,H335

Clasificaciones de peligro

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
SHBM2095
SHBK3920
SHBF9681V
SHBB9479V
02496BP

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Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

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Alternating copolymers of oligoarylenes and naphthalene bisimides as low band gap semiconductors: Synthesis, electrochemical and spectroelectrochemical behavior
Gawrys, P.; et al.
Electrochimica Acta, 56, 10464-10472 (2012)
Aminothiazoles as γ-secretase modulators
Luebbers, T.; et al.
Bioorganic & Medicinal Chemistry Letters, 21, 6554-6558 (2012)
Vandana Bhalla et al.
Organic letters, 14(4), 1012-1015 (2012-01-28)
Zinc ensemble of hexaphenylbenzene derivative 3 exhibits sensitive response toward adenosine monophosphate (AMP) and H(2)PO(4)(-) ions. Further, the application of derivative 3 as a multichannel molecular keypad could be realized in the presence of inputs of Zn(2+) ions, H(2)PO(4)(-) ions
Synthesis and Characterization of a Pyromellitic Diimide-Based Polymer with C- and N-Main Chain Links: Matrix for Solution-Processable n-Channel Field-Effect Transistors
Kola, S.; et al.
ACS Macro Letters, 1, 136-140 (2012)
Michael König et al.
Tetrahedron, 67(23), 4243-4252 (2011-07-16)
The palladium-catalyzed Suzuki-Miyaura cross-coupling reaction has been investigated on meso-substituted trans-A(2)B-corrole using tailored Pd-catalyst systems.We present the first examples of Suzuki-Miyaura cross-coupling reactions on meso-substituted trans-A(2)B-corrole derivatives with neutral, sterically hindered, inactivated and heteroaromatic boronic acids and esters, alkenylboronic acids
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  1. How can I determine the shelf life / expiration / retest date of this product?

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    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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  2. 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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