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Sigma-Aldrich

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

97%

Sinonimo/i:

4,4,5,5-Tetramethyl-2-[(propan-2-yl)oxy]-1,3,2-dioxaborolane, Isopropoxy 4,4,5,5-tetramethyl-1,3,2-dioxaborolane, Isopropoxyboronic acid pinacol ester, Isopropyl pinacol borate, Isopropylpinacolylborate

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5 ML
51,50 €
25 ML
77,20 €
100 ML
213,00 €
500 ML
716,00 €

51,50 €


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Cambia visualizzazione
5 ML
51,50 €
25 ML
77,20 €
100 ML
213,00 €
500 ML
716,00 €

About This Item

Formula empirica (notazione di Hill):
C9H19BO3
Numero CAS:
Peso molecolare:
186.06
Numero MDL:
Codice UNSPSC:
12352103
ID PubChem:
NACRES:
NA.22

51,50 €


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Saggio

97%

Stato

liquid

Indice di rifrazione

n20/D 1.409 (lit.)

P. ebollizione

73 °C/15 mmHg (lit.)

Densità

0.912 g/mL at 25 °C (lit.)

Stringa SMILE

CC(C)OB1OC(C)(C)C(C)(C)O1

InChI

1S/C9H19BO3/c1-7(2)11-10-12-8(3,4)9(5,6)13-10/h7H,1-6H3
MRWWWZLJWNIEEJ-UHFFFAOYSA-N

Applicazioni

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane can be used as a reagent to borylate arenes[1][2] and to prepare fluorenylborolane.[3]

It can also be used in the synthesis of following intermediates for generating conjugated copolymers:
  • 9,9-Dioctyl-2,7-bis(4,4,5,5-tetramethyl1,3,2-dioxaborolane-2-yl)dibenzosilole.[4]
  • 3,9-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,11-di(1-decylundecyl)indolo[3,2-b]carbazole.[5]
  • 2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dioctylfluorene.[6]
  • 2,7-Bis(4′,4′,5′,5′-tetramethyl-1′,3′,2′-dioxaborolan-2′-yl)-N-9′′-heptadecanylcarbazole.[7]

Pittogrammi

FlameExclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

109.4 °F - closed cup

Punto d’infiammabilità (°C)

43 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Certificati d'analisi (COA)

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Indolo [3, 2-b] carbazole-based alternating donor?acceptor copolymers: synthesis, properties and photovoltaic application.
Zhou E, et al.
Journal of Materials Chemistry, 19(41), 7730-7737 (2009)
A low?bandgap poly (2, 7?carbazole) derivative for use in high?performance solar cells.
Blouin N, et al.
Advanced Materials, 19(17), 2295-2300 (2007)
Albertus J Sandee et al.
Journal of the American Chemical Society, 126(22), 7041-7048 (2004-06-04)
We report the synthesis and photophysical study of a series of solution-processible phosphorescent iridium complexes. These comprise bis-cyclometalated iridium units [Ir(ppy)(2)(acac)] or [Ir(btp)(2)(acac)] where ppy is 2-phenylpyridinato, btp is 2-(2'-benzo[b]thienyl)pyridinato, and acac is acetylacetonate. The iridium units are covalently attached
Regioselective halogen-metal exchange reaction of 3-substituted 1, 2-dibromo arenes: The synthesis of 2-substituted 5-bromobenzoic acids
Menzel K, et al.
Synlett, 2006(12), 1948-1952 (2006)
A New Poly (2, 7?Dibenzosilole) Derivative in Polymer Solar Cells.
Boudreault P, et al.
Macromolecular Rapid Communications, 28(22), 2176-2179 (2007)

Domande

1–2 di 2 domande  
  1. 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

      Utile?

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

    1 risposta
    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

      Utile?

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