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633348

Sigma-Aldrich

Vinylboronic acid pinacol ester

contains phenothiazine as stabilizer, 95%

Synonim(y):

2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-Vinyl-4,4,5,5-tetramethyl-1,3,2-dioxaoborolane, 4,4,5,5-Tetramethyl-2-vinyl-1,3,2-dioxaborolane

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1 G
298,00 zł
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1420,00 zł

298,00 zł

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1 G
298,00 zł
10 G
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About This Item

Wzór empiryczny (zapis Hilla):
C8H15BO2
Numer CAS:
75927-49-0
Masa cząsteczkowa:
154.01
Numer MDL:
MFCD00192492
Kod UNSPSC:
12352103
Identyfikator substancji w PubChem:
24882546
NACRES:
NA.22

298,00 zł

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Poziom jakości

100

Próba

95%

zawiera

phenothiazine as stabilizer

współczynnik refrakcji

n20/D 1.4300 (lit.)

gęstość

0.908 g/mL at 25 °C (lit.)

temp. przechowywania

−20°C

ciąg SMILES

CC1(C)OB(OC1(C)C)C=C

InChI

1S/C8H15BO2/c1-6-9-10-7(2,3)8(4,5)11-9/h6H,1H2,2-5H3

Klucz InChI

DPGSPRJLAZGUBQ-UHFFFAOYSA-N

Powiązane kategorie

Zastosowanie

Employed in a "double" Heck-Mizoroki arylation leading to β,β-diarylated vinyl boronates which react with an additional aryl halide to form Π-extended systems. This approach was used to prepare conjugated dendrimers.[1] Also used to prepare γ-carbonyl vinyl boronates via a light-induced radical addition of xanthates.[2]
Reagent used for
  • Suzuki-Miyaura coupling reactions[3]
  • Mizoroki-Heck reactions (cascade reaction)[3]
  • Intramolecular Nozaki-Hiyama-Kishi reactions[4]
  • Stereoselective Cu-catalyzed γ-selective and stereospecific coupling[5]
  • Control of stereoselectivity and mechanistic portrait on intramolecular (4+1)-cycloaddition of dialkoxycarbenes[6]
  • Regio- and stereoselective synthesis of trisubstituted alkenes via gold(I)-catalyzed hydrophosphoryloxylation of haloalkynes followed by Pd-catalyzed consecutive cross-coupling reactions[7]
  • Asymmetric Birch reductive alkylation[8]

Reagent used in Preparation of
  • Molecular tubes for lipid sensing[9]
  • Enzymatic inhibitors, antibiotics, receptor analogs, and other biologically significant compounds (including total syntheses)[10][11][12][4]
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Hasło ostrzegawcze

Warning

Zwroty wskazujące rodzaj zagrożenia

H226,H317,H411

Zwroty wskazujące środki ostrożności

P210 - P233 - P240 - P273 - P280 - P303 + P361 + P353

Klasyfikacja zagrożeń

Aquatic Chronic 2 - Flam. Liq. 3 - Skin Sens. 1

Kod klasy składowania

3 - Flammable liquids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

93.2 °F

Temperatura zapłonu (°C)

34 °C

Środki ochrony indywidualnej

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

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Certyfikaty analizy (CoA)

Lot/Batch Number
MKCW2120
0000202873
0000201611
0000202873
0000201611

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Sigma-Aldrich

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Questions

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  1. 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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  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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